(S)-Methyl 2-amino-2-cyclohexylacetate hydrochloride

Base Information

• Chemical Name: (S)-Methyl 2-amino-2-cyclohexylacetate hydrochloride
• CAS No.: 14328-63-3
• Molecular Formula: C₉H₁₇NO₂*ClH
• Molecular Weight: 207.7
• Hs Code.: 2922499990
• European Community (EC) Number: 696-544-7
• DSSTox Substance ID: DTXSID50589936
• Mol file: 14328-63-3.mol

Synonyms:14328-63-3;H-CHG-OME HCL;H-Chg-OMe.HCl;(S)-Methyl 2-amino-2-cyclohexylacetate hydrochloride;H-Chg-OMe hydrochloride;L-Cyclohexylglycine methyl ester HCl;methyl (2S)-2-amino-2-cyclohexylacetate;hydrochloride;Methyl (S)-2-Amino-2-cyclohexylacetate Hydrochloride;METHYL (2S)-2-AMINO-2-CYCLOHEXYLACETATE HYDROCHLORIDE;Methyl (2S)-amino(cyclohexyl)acetate hydrochloride;MFCD00797545;H-Chg-OMe inverted exclamation mark currencyHCl;L-2-Cyclohexylglycine methyl ester hydrochloride;SCHEMBL1069570;DTXSID50589936;CS-M2292;H-Chg-OMe hydrochloride, AldrichCPR;AKOS015910112;AC-24148;DS-13987;L-cyclohexylglycine methylester hydrochloride;Methyl (S)-2-Amino-2-cyclohexylacetate HCl;EN300-7374641;A851176;J-007793;methyl(2S) -amino(cyclohexyl)ethanoate hydrochloride;methyl(2s)-amino(cyclohexyl)ethanoate hydrochloride;Methyl (2S)-amino(cyclohexyl)acetate--hydrogen chloride (1/1);(S)-methyl 2-amino-2-cyclohexylacetate hydrochloride

Chemical Property of (S)-Methyl 2-amino-2-cyclohexylacetate hydrochloride

Chemical Property:

• Melting Point: 188-189 ?C
• PSA: 52.32000
• LogP: 2.56930
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 207.1026065
• Heavy Atom Count: 13
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

(S)-Methyl2-amino-2-cyclohexylacetateHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C1CCCCC1)N.Cl
• Isomeric SMILES: COC(=O)[C@H](C1CCCCC1)N.Cl
• Uses: (S)-Methyl 2-amino-2-cyclohexylacetate Hydrochloride is an intermediate used in the synthesis of telaprevir and other pharmaceutical excipients.

Technology Process of (S)-Methyl 2-amino-2-cyclohexylacetate hydrochloride

There total 2 articles about (S)-Methyl 2-amino-2-cyclohexylacetate hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

L-2-phenylglycine methyl ester hydrochloride (15028-39-4,13226-98-7) → methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride (14328-63-3,14328-64-4)

Guidance literature:

With hydrogenchloride; hydrogen; In methanol; water; at 20 ℃; for 24h; under 760.051 Torr;

DOI:10.1055/s-0029-1216852

Reference yield: 81.0%

methanol (67-56-1) + (2S)-amino(cyclohexyl)ethanoic acid (14328-51-9) → methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride (14328-63-3,14328-64-4)

Guidance literature:

methanol; With thionyl chloride; at 0 ℃; for 0.0833333h; Inert atmosphere;

(2S)-amino(cyclohexyl)ethanoic acid; at 50 ℃; for 5h;

Reference yield: 96.0%

4-Fluorobenzoic acid (456-22-4) + methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride (14328-63-3,14328-64-4) → methyl (S)-3-cyclohexyl-2-(4-fluorobenzamido)propanoate

Guidance literature:

4-Fluorobenzoic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 ℃;

methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2018.03.020

upstream raw materials:

L-2-phenylglycine methyl ester hydrochloride

methanol

(2S)-amino(cyclohexyl)ethanoic acid

Downstream raw materials:

(S)-Cyclohexyl-[2-(3-hydroxy-phenyl)-acetylamino]-acetic acid methyl ester

(S)-Cyclohexyl-[2-(3-hydroxy-phenyl)-acetylamino]-acetic acid

(2S,4R)-1-{(S)-2-Cyclohexyl-2-[2-(3-hydroxy-phenyl)-acetylamino]-acetyl}-4-(4-hydroxy-1,1-dimethyl-butoxy)-pyrrolidine-2-carboxylic acid methyl ester

(S)-methyl 2-cyclohexyl-2-(pyrazine-2-carboxamido)acetate

Refernces

• 1、 Lei, Meng,Feng, Huayun,Bai, Enhe,Zhou, Hui,Wang, Jia,Qin, Yanru,Zhang, Haoyang,Wang, Xueyuan,Liu, Zhaogang,Hai, Ou,Liu, Jia,Zhu, Yongqiang. "Discovery of a novel dipeptidyl boronic acid proteasome inhibitor for the treatment of multiple myeloma and triple-negative breast cancer". . p. 683 - 691. Retrieved 2019/01/24.
• 2、 -. "SPIROCYCLIC INDOLINES AS IL-17 MODULATORS". Page/Page column 75. . Retrieved 2019/01/07.