Cas no 213475-52-6 ((S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride)

(S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride is a chiral cyclohexylglycine derivative widely used as a key intermediate in pharmaceutical synthesis and asymmetric catalysis. The compound features a tert-butyl ester group, which enhances stability and facilitates selective deprotection under mild acidic conditions. Its hydrochloride salt form improves solubility in polar solvents, making it suitable for various reaction conditions. The (S)-configuration ensures high enantioselectivity, critical for producing optically active compounds in drug development. This building block is particularly valuable in the synthesis of peptidomimetics and bioactive molecules, offering precise stereochemical control. Its robust synthetic utility and consistent purity make it a preferred choice for research and industrial applications requiring chiral amino acid derivatives.
(S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride structure
213475-52-6 structure
Product Name:(S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride
CAS No:213475-52-6
MF:C12H24ClNO2
MW:249.77746295929
MDL:MFCD00270480
CID:1006970
PubChem ID:56777185
Update Time:2025-11-01

(S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (S)-tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride
    • H-Chg-OtBu.HCl
    • H-CHG-OtBu HCl
    • H-chg-otbu·hcl
    • L-2-CYCLOHEXYLGLYCINE TERT-BUTYL ESTER HYDROCHLORIDE
    • tert-butyl (2S)-2-amino-2-cyclohexylacetate,hydrochloride
    • (S)-TERT-BUTYL 2-AMINO-2-CYCLOHEXYLACETATE HCL
    • H-Chg-OtBu hydrochloride
    • IAOLQNWJPAWXBA-PPHPATTJSA-N
    • AB0069360
    • AX8238701
    • ST24020887
    • Z4407
    • L-Cyclohexylglycine t-butyl ester hydrochloride
    • 1,1-dimethylethyl (2S)-amino(cyclohexyl)ethanoate hydrochloride
    • tert
    • DTXSID30718520
    • tert-Butyl (2S)-amino(cyclohexyl)acetate--hydrogen chloride (1/1)
    • DS-18017
    • CS-0079897
    • SCHEMBL3222770
    • A879147
    • AKOS016001058
    • 213475-52-6
    • tert-butyl (2S)-2-amino-2-cyclohexylacetate;hydrochloride
    • TERT-BUTYL (2S)-2-AMINO-2-CYCLOHEXYLACETATE HYDROCHLORIDE
    • MFCD00270480
    • tert-Butyl (S)-2-amino-2-cyclohexylacetate hydrochloride
    • (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride
    • MDL: MFCD00270480
    • Inchi: 1S/C12H23NO2.ClH/c1-12(2,3)15-11(14)10(13)9-7-5-4-6-8-9;/h9-10H,4-8,13H2,1-3H3;1H/t10-;/m0./s1
    • InChI Key: IAOLQNWJPAWXBA-PPHPATTJSA-N
    • SMILES: Cl.O(C(C)(C)C)C([C@H](C1CCCCC1)N)=O

Computed Properties

  • Exact Mass: 249.15000
  • Monoisotopic Mass: 249.1495567g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 214
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52.3

Experimental Properties

  • PSA: 52.32000
  • LogP: 3.73800

(S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride Customs Data

  • HS CODE:2922499990
  • Customs Data:

    China Customs Code:

    2922499990

    Overview:

    2922499990 Other amino acids and their esters and their salts(Except those containing more than one oxygen-containing group). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods) MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    P.Imported animals and plants\Quarantine of animal and plant products
    Q.Outbound animals and plants\Quarantine of animal and plant products
    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

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(S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:213475-52-6)(S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride
Order Number:A879147
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:59
Price ($):162.0

Additional information on (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride

Comprehensive Overview of (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride (CAS No. 213475-52-6)

The compound (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride (CAS No. 213475-52-6) is a chiral intermediate widely utilized in pharmaceutical synthesis and organic chemistry research. Its unique structural features, including the cyclohexyl moiety and tert-butyl ester group, make it a valuable building block for the development of enantiomerically pure drugs. As the demand for chiral compounds and pharmaceutical intermediates grows, this compound has garnered significant attention from researchers and manufacturers alike.

One of the key reasons for the popularity of (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride is its role in asymmetric synthesis. The enantioselective nature of this compound allows for the production of biologically active molecules with high stereochemical purity. This is particularly relevant in the context of modern drug discovery, where chiral drugs dominate the market due to their improved efficacy and reduced side effects. Researchers often search for "chiral building blocks for drug synthesis" or "high-purity pharmaceutical intermediates," highlighting the importance of compounds like this.

From a chemical perspective, the cyclohexyl ring in (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride contributes to its conformational stability, while the tert-butyl ester group offers protection for the carboxylic acid functionality during synthetic transformations. This dual functionality makes it a versatile reagent in multi-step syntheses. Recent trends in organic chemistry emphasize the need for "protected amino acid derivatives" and "stereoselective synthesis reagents," both of which align with the applications of this compound.

The hydrochloride salt form of (S)-Tert-Butyl 2-amino-2-cyclohexylacetate enhances its solubility in polar solvents, facilitating its use in various reaction conditions. This characteristic is particularly valuable in peptide coupling reactions and N-protection strategies, which are frequently discussed in academic forums and industry publications. Users searching for "solubility-enhanced chiral intermediates" or "amino acid protecting groups" will find this compound highly relevant to their work.

In the context of green chemistry and sustainable synthesis, (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride offers advantages due to its potential for atom economy in synthetic routes. The pharmaceutical industry's growing focus on "green synthetic methodologies" and "environmentally friendly chiral synthesis" has increased interest in compounds that can contribute to more efficient processes with reduced waste generation.

Quality control aspects of (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride are crucial for its application in drug development. Analytical techniques such as chiral HPLC and optical rotation measurement are typically employed to verify its enantiomeric purity. These quality parameters are frequently searched by professionals looking for "chiral purity analysis methods" or "specifications for pharmaceutical intermediates."

The storage and handling of (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride require standard laboratory precautions, similar to other amino acid derivatives. While not classified as hazardous, proper storage conditions are essential to maintain its stability and purity over time. This practical consideration often appears in search queries related to "long-term storage of chiral compounds" and "stability of pharmaceutical intermediates."

Looking toward future applications, (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride shows promise in the development of novel central nervous system drugs and enzyme inhibitors. The pharmaceutical industry's ongoing research into "new chiral drug candidates" and "targeted therapeutic agents" suggests continued demand for high-quality intermediates like this compound.

In summary, (S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride (CAS No. 213475-52-6) represents an important chiral building block with diverse applications in modern pharmaceutical chemistry. Its structural features, synthetic utility, and relevance to current research trends make it a compound of significant interest to both academic researchers and industrial chemists working in drug discovery and development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:213475-52-6)(S)-Tert-Butyl 2-amino-2-cyclohexylacetate hydrochloride
A879147
Purity:99%
Quantity:25g
Price ($):162.0
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