Cas no 72597-18-3 (Cbz-D-prolinol)

Cbz-D-prolinol (N-Carbobenzoxy-D-prolinol) is a chiral building block widely used in organic synthesis and pharmaceutical research. This compound features a carbobenzyloxy (Cbz) protecting group attached to D-prolinol, offering selective deprotection capabilities and enhanced stability during synthetic processes. Its stereochemistry makes it valuable for constructing enantiomerically pure compounds, particularly in peptidomimetics and bioactive molecule development. The Cbz group facilitates straightforward removal under mild hydrogenolysis conditions, ensuring compatibility with sensitive functional groups. Cbz-D-prolinol is commonly employed in asymmetric synthesis, catalyst design, and medicinal chemistry applications due to its rigid pyrrolidine ring structure, which influences conformational control in target molecules. Its high purity and well-defined chirality make it a reliable intermediate for complex synthetic routes.
Cbz-D-prolinol structure
Cbz-D-prolinol structure
Product Name:Cbz-D-prolinol
CAS No:72597-18-3
MF:C13H17NO3
MW:235.278983831406
MDL:MFCD02683223
CID:59365
PubChem ID:24885142
Update Time:2025-06-07

Cbz-D-prolinol Chemical and Physical Properties

Names and Identifiers

    • Cbz-D-Prolinol
    • (R)-Benzyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
    • (R)-N-Cbz-prolinol
    • 2-D-PROLINOL
    • Z-D-Prolinol
    • (2R)-(+)-phenylmethyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
    • (R)-2-hydroxymethyl-1-pyrrolidine carboxylic acid phenyl methyl ester
    • (R)-2-Hydroxymethylpyrrolidine-1-carboxylic acid benzyl ester
    • (R)-N-benzyloxycarbonylprolinol
    • (R)-N-carbobenzyloxyprolinol
    • ghl.PD_Mitscher_leg0.192
    • N-Cbz-D-Prolinol
    • phenylmethyl (R)-(-)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
    • Z-D-Prolinol,97
    • benzyl (2R)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
    • Zpd-prolinol
    • KSC921I1L
    • BJTNHGVCFWDNDP-GFCCVEGCSA-N
    • 1255AC
    • AB12485
    • XCA59718
    • CS-W012891
    • Z-D-Prolinol, 97
    • AKOS015836791
    • Z-D-Prolinol, 97%
    • A837572
    • 72597-18-3
    • (R)-BENZYL2-(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE
    • (R)-Benzyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate ee
    • Benzyl (R)-2-hydroxymethylpyrrolidine-1-carboxylate
    • benzyl (R)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
    • AB22120
    • AC-23783
    • EN300-6299834
    • DS-13331
    • DTXSID20415632
    • SCHEMBL5267939
    • (R)-2-hydroxymethyl-1-pyrrolidine carboxylic acid phenylmethyl ester
    • MFCD02683223
    • (2R)-N-benzyloxycarbonyl-2-hydroxymethylpyrrolidine
    • DB-074592
    • CHEMBL5306678
    • Cbz-D-prolinol
    • MDL: MFCD02683223
    • Inchi: 1S/C13H17NO3/c15-9-12-7-4-8-14(12)13(16)17-10-11-5-2-1-3-6-11/h1-3,5-6,12,15H,4,7-10H2/t12-/m1/s1
    • InChI Key: BJTNHGVCFWDNDP-GFCCVEGCSA-N
    • SMILES: OC[C@H]1CCCN1C(=O)OCC1C=CC=CC=1

Computed Properties

  • Exact Mass: 235.12100
  • Monoisotopic Mass: 235.12084340g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 251
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 49.8
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.5

Experimental Properties

  • Density: 1.135?g/mL?at 25?°C
  • Boiling Point: 382°C at 760 mmHg
  • Flash Point: Degrees Fahrenheit:>230°F
    Degrees Celsius:>110°C
  • Refractive Index: n20/D 1.5396
  • PSA: 49.77000
  • LogP: 1.71780

Cbz-D-prolinol Security Information

  • Symbol: GHS06
  • Signal Word:Danger
  • Hazard Statement: H301-H319
  • Warning Statement: P301+P310-P305+P351+P338
  • Hazardous Material transportation number:UN 2810 6.1/PG 3
  • WGK Germany:3
  • Hazard Category Code: 25-36
  • Safety Instruction: 26-45
  • Hazardous Material Identification: T
  • Risk Phrases:R25

Cbz-D-prolinol Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Cbz-D-prolinol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI XIAN DING Biotechnology Co., Ltd.
A-FP546-200mg
Cbz-D-prolinol
72597-18-3 97%
200mg
222.0CNY 2021-08-04
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
R868662-1g
(R)-Benzyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
72597-18-3 96%
1g
403.20 2021-05-17
Fluorochem
228012-250mg
Cbz-D-Prolinol
72597-18-3 95%
250mg
£26.00 2022-02-28
Fluorochem
228012-1g
Cbz-D-Prolinol
72597-18-3 95%
1g
£60.00 2022-02-28
Fluorochem
228012-5g
Cbz-D-Prolinol
72597-18-3 95%
5g
£176.00 2022-02-28
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
R46070-5g
(R)-Benzyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
72597-18-3
5g
¥906.0 2021-09-04
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
R46070-1g
(R)-Benzyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
72597-18-3
1g
¥306.0 2021-09-04
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
R46070-250mg
(R)-Benzyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
72597-18-3
250mg
¥136.0 2021-09-04
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
Z139224-1g
Cbz-D-prolinol
72597-18-3 95%
1g
¥281.90 2023-08-31
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
Z139224-25g
Cbz-D-prolinol
72597-18-3 95%
25g
¥3300.90 2023-08-31

Cbz-D-prolinol Production Method

Cbz-D-prolinol Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:72597-18-3)Cbz-D-prolinol
Order Number:A837572
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 06:40
Price ($):180.0
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:72597-18-3)Cbz-D-脯氨醇
Order Number:LE5710502
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:44
Price ($):discuss personally

Additional information on Cbz-D-prolinol

Professional Introduction to Compound with CAS No. 72597-18-3 and Product Name: Cbz-D-prolinol

The compound with CAS No. 72597-18-3 and the product name Cbz-D-prolinol represents a significant advancement in the field of peptidomimetics and protease inhibition. This compound, chemically known as N-carbobenzyloxy-D-prolinol, has garnered considerable attention due to its unique structural properties and its potential applications in pharmaceutical research. The Cbz-D-prolinol moiety is particularly noteworthy as it incorporates a protected form of D-proline, which is a crucial building block in the synthesis of peptide analogs and has been extensively studied for its role in modulating enzyme activity.

Recent research has highlighted the importance of Cbz-D-prolinol in the development of novel therapeutic agents. D-Proline, due to its non-proline nature, exhibits distinct conformational preferences that can influence the binding affinity and specificity of peptide-based drugs. The carbobenzyloxy (Cbz) group serves as an effective protecting group for the amino group of proline, ensuring stability during synthetic processes while maintaining the integrity of the peptide backbone. This combination makes Cbz-D-prolinol an invaluable intermediate in the synthesis of complex peptidomimetics designed to target specific biological pathways.

In the realm of protease inhibition, Cbz-D-prolinol has been explored as a key component in the development of inhibitors for various proteases, including those implicated in cancer, inflammation, and infectious diseases. The chirality provided by the D-isomer of proline allows for selective binding to specific protease active sites, thereby enhancing the efficacy of inhibitory agents. For instance, studies have demonstrated that peptidomimetics incorporating Cbz-D-prolinol exhibit high potency against serine proteases such as chymotrypsin and elastase. These findings are particularly relevant in light of recent advancements in targeted therapy, where precise modulation of enzyme activity is critical for therapeutic success.

The structural versatility of Cbz-D-prolinol also makes it a valuable tool in drug discovery efforts aimed at addressing unmet medical needs. By serving as a scaffold for further derivatization, this compound enables researchers to explore diverse chemical libraries and identify novel pharmacophores. The use of Cbz-D-prolinol in combinatorial chemistry and high-throughput screening (HTS) protocols has led to the identification of several lead compounds with promising biological activity. These discoveries underscore the importance of Cbz-D-prolinol as a foundational building block in modern medicinal chemistry.

Moreover, the synthesis of Cbz-D-prolinol exemplifies the growing sophistication of peptide chemistry techniques. Modern synthetic methodologies have enabled the efficient preparation of complex peptidomimetics like Cbz-D-prolinol, often through multi-step processes that require precise control over reaction conditions. Advances in solid-phase synthesis and enzymatic catalysis have further streamlined these processes, making it feasible to produce large quantities of high-purity material for preclinical and clinical studies. Such improvements are essential for translating laboratory discoveries into viable therapeutics.

The pharmacokinetic properties of compounds derived from Cbz-D-prolinol have also been extensively studied. The stability provided by the Cbz group ensures that these peptidomimetics remain intact during metabolic processes, thereby improving their bioavailability. Additionally, the D-isomer configuration can influence drug distribution and excretion rates, offering opportunities to optimize therapeutic profiles. These considerations are critical in drug development, where achieving optimal pharmacokinetic parameters is often as important as demonstrating biological activity.

Recent clinical trials have begun to explore the potential therapeutic applications of peptidomimetics incorporating Cbz-D-prolinol. Preliminary results suggest that these compounds exhibit significant promise in treating conditions such as cancer and neurodegenerative diseases. For example, studies have shown that certain peptidomimetics derived from Cbz-D-prolinol can inhibit tumor growth by targeting specific signaling pathways involved in cancer progression. Similarly, research into neuroprotective agents has identified derivatives that may slow down disease progression in conditions like Alzheimer's disease by modulating proteolytic enzymes associated with neuroinflammation.

The future direction of research involving Cbz-D-prolinol is likely to focus on expanding its applications into new therapeutic areas. Innovations in computational chemistry and machine learning are expected to accelerate the discovery process by enabling virtual screening and de novo design of peptidomimetics with enhanced properties. Additionally, advances in biocatalysis may provide more sustainable synthetic routes for producing Cbz-D-prolinol, aligning with global efforts toward green chemistry principles.

In conclusion, CAS No. 72597-18-3 and its corresponding product name Cbz-D-prolinol represent a cornerstone in modern peptidomimetic chemistry. Their unique structural features and versatile applications make them indispensable tools for drug discovery and development. As research continues to uncover new therapeutic possibilities, compounds like Cbz-D-prolinol will undoubtedly play a pivotal role in addressing some of medicine's most pressing challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:72597-18-3)Cbz-D-prolinol
A837572
Purity:99%
Quantity:25g
Price ($):180.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:72597-18-3)Cbz-D-脯氨醇
LE5710502
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email