Cas no 145106-43-0 (tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate)

Tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate is a chiral carbamate derivative featuring a cyclopentyl backbone with a hydroxyl group at the 2-position. This compound is valuable in organic synthesis, particularly as a protected intermediate for the introduction of stereochemically defined cyclopentylamine motifs. The tert-butyloxycarbonyl (Boc) group provides stability under basic conditions while allowing selective deprotection under acidic conditions, making it suitable for multi-step synthetic routes. Its (1S,2S) configuration ensures enantioselectivity in asymmetric synthesis, which is critical for pharmaceutical and agrochemical applications. The hydroxyl group further enhances its utility as a handle for additional functionalization, offering versatility in complex molecule construction.
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate structure
145106-43-0 structure
Product Name:tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
CAS No:145106-43-0
MF:C10H19NO3
MW:201.262763261795
MDL:MFCD11656038
CID:101869
PubChem ID:329760422
Update Time:2025-10-30

tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl ((1S,2S)-2-hydroxycyclopentyl)carbamate
    • (1S,2S)-trans-N-Boc-2-aminocyclopentanol
    • Carbamic acid,N-[(1S,2S)-2-hydroxycyclopentyl]-, 1,1-dimethylethyl ester
    • tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
    • ((1S,2S)-2-Hydroxycyclopentyl)carbamic acid tert-butyl ester
    • tert-Butyl N-((2S,1S)-2-hydroxycyclopentyl)carbamate
    • trans-(2-Hydroxy-cyclopentyl)-carbamic acid tert-butyl ester
    • CS-0039168
    • AMY1204
    • (1S,2S)-trans-N-Boc-2-aminocyclopentanol, 99%
    • AKOS016843346
    • P17090
    • DTXSID60435632
    • tert-Butyl N-[(1S,2S)-2-hydroxycyclopentyl]-carbamate
    • SCHEMBL56746
    • MFCD11656038
    • EN300-60738
    • tert-Butyl((1S,2S)-2-hydroxycyclopentyl)carbamate
    • (1S,2S)-2-(Boc-amino)cyclopentanol
    • CGZQRJSADXRRKN-YUMQZZPRSA-N
    • t-Butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
    • tert-Butyl [(1S,2S)-2-hydroxycyclopentyl]carbamate
    • MFCD09261430
    • 145106-43-0
    • (1S,2S)-1-(Boc-amino)-2-hydroxycyclopentane
    • J-500438
    • tert-butyl (1S,2S)-2-hydroxycyclopentylcarbamate
    • Carbamic acid, N-[(1S,2S)-2-hydroxycyclopentyl]-, 1,1-dimethylethyl ester
    • 155837-14-2
    • MDL: MFCD11656038
    • Inchi: 1S/C10H19NO3/c1-10(2,3)14-9(13)11-7-5-4-6-8(7)12/h7-8,12H,4-6H2,1-3H3,(H,11,13)/t7-,8-/m0/s1
    • InChI Key: CGZQRJSADXRRKN-YUMQZZPRSA-N
    • SMILES: O[C@H]1CCC[C@@H]1NC(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 201.13657
  • Monoisotopic Mass: 201.13649347g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 210
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.2
  • Topological Polar Surface Area: 58.6?2

Experimental Properties

  • Density: 1.08±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 87.0 oC
  • Solubility: Slightly soluble (11 g/l) (25 o C),
  • PSA: 58.56

tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate Security Information

  • Symbol: GHS07 GHS09
  • Signal Word:Warning
  • Hazard Statement: H302-H400
  • Warning Statement: P273
  • Hazardous Material transportation number:UN 3077 9 / PGIII
  • WGK Germany:3
  • Hazard Category Code: 22-50
  • Safety Instruction: 61
  • Hazardous Material Identification: Xn N
  • Risk Phrases:R22-50
  • Safety Term:S61
  • Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)

tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
I167325-1g
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
145106-43-0 98%
1g
¥224.90 2023-09-02
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
I167325-250mg
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
145106-43-0 98%
250mg
¥70.90 2023-09-02
Chemenu
CM116709-1g
(1S,2S)-2-(Boc-amino)cyclopentanol
145106-43-0 95%
1g
$281 2021-08-06
Chemenu
CM116709-5g
(1S,2S)-2-(Boc-amino)cyclopentanol
145106-43-0 95%
5g
$842 2021-08-06
TRC
B813495-50mg
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
145106-43-0
50mg
$ 50.00 2022-06-06
TRC
B813495-100mg
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
145106-43-0
100mg
$ 70.00 2022-06-06
TRC
B813495-500mg
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
145106-43-0
500mg
$ 275.00 2022-06-06
XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd.
671436-250MG
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
145106-43-0 99%
250MG
¥1455.38 2022-02-24
XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd.
671436-1G
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
145106-43-0 99%
1G
¥5103.41 2022-02-24
CHENG DOU FEI BO YI YAO Technology Co., Ltd.
FB08276-5g
tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate
145106-43-0 95%
5g
$816 2023-09-07

tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate Related Literature

Additional information on tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate

tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate: A Comprehensive Overview

The compound with CAS No. 145106-43-0, commonly referred to as tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate, is a significant molecule in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug development and material science. The tert-butyl group attached to the molecule contributes to its stability and lipophilicity, while the cyclopentyl ring introduces rigidity and stereochemical complexity. The hydroxyl group present in the structure plays a crucial role in hydrogen bonding, which is essential for its interactions with biological systems.

Recent studies have highlighted the importance of stereochemistry in the design of bioactive compounds. The (1S,2S) configuration of the cyclopentane ring in tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate is particularly interesting, as it influences the molecule's pharmacokinetic properties and bioavailability. Researchers have employed advanced computational methods, such as molecular docking and quantum mechanics, to explore how this configuration affects the molecule's binding affinity to target proteins. These findings suggest that the stereochemistry of the compound could be optimized to enhance its therapeutic potential.

The synthesis of tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate involves a multi-step process that combines principles from both organic synthesis and asymmetric catalysis. The use of chiral catalysts has been pivotal in achieving the desired stereochemical outcome during the formation of the cyclopentane ring. This approach not only ensures high enantiomeric excess but also aligns with green chemistry principles by minimizing waste and reducing energy consumption.

In terms of applications, tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate has shown promise in several therapeutic areas. Preclinical studies have demonstrated its potential as an anti-inflammatory agent, where its ability to modulate key inflammatory pathways has been extensively investigated. Additionally, this compound has been explored as a candidate for treating neurodegenerative diseases due to its neuroprotective properties. Recent research has also delved into its role as a building block for more complex molecules with enhanced bioactivity.

The integration of cutting-edge analytical techniques has furthered our understanding of this compound's properties. For instance, nuclear magnetic resonance (NMR) spectroscopy has provided insights into its conformational flexibility, while mass spectrometry has been instrumental in confirming its molecular weight and structural integrity. These advancements have not only validated the compound's identity but also paved the way for its use in more sophisticated experiments.

Looking ahead, the future of tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate lies in its potential to serve as a lead compound for drug discovery programs. Collaborative efforts between academia and industry are expected to accelerate its development into a clinically relevant therapeutic agent. Moreover, ongoing research into its biodegradation pathways will be crucial for ensuring its environmental safety and sustainability.

In conclusion, tert-butyl N-[(1S,2S)-2-hydroxycyclopentyl]carbamate represents a fascinating intersection of chemistry and biology. Its unique structure, coupled with advancements in synthetic methodology and analytical techniques, positions it as a valuable tool in both academic research and industrial applications. As our understanding of this compound continues to grow, so too does its potential to make meaningful contributions to the field of medicinal chemistry.

Recommended suppliers
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Changzhou Guanjia Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Changzhou Guanjia Chemical Co., Ltd
Hangzhou TSurgeX Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hangzhou TSurgeX Pharmaceutical Technology Co., Ltd.
Jinan Hanyu Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jinan Hanyu Chemical Co.,Ltd.
Zhejiang Brunova Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Zhejiang Brunova Technology Co., Ltd.