(1R,2R)-2-AMINO-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: (1R,2R)-2-AMINO-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER
• CAS No.: 26849-62-7
• Molecular Formula: C9H17NO2
• Molecular Weight: 171.239
• Mol file: 26849-62-7.mol

Synonyms:(+/-)-cis-2-amino-cyclohexane-carboxylic acid-(1)-ethyl ester;ethyl cis-2-aminocyclohexane-carboxylate;cis ethyl 2-aminocyclohexanecarboxylate;ethyl cis-2-aminocyclohexane-1-carboxylate;ethyl cis-2-aminocyclohexanecarboxylate;(+/-)-cis-2-Amino-cyclohexan-carbonsaeure-(1)-aethylester;

Chemical Property of (1R,2R)-2-AMINO-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• PSA: 52.32000
• LogP: 1.76730

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,2R)-2-AMINO-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER

There total 11 articles about (1R,2R)-2-AMINO-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER 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: 79.0%

(R,R,R)-2--1-carbethoxycyclohexane (163877-12-1) → trans-2-amino-1-cyclohexyl carboxylic acid ethyl ester (26849-62-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; water; acetic acid; Ambient temperature;

DOI:10.1021/jo960107y

Reference yield:

(-)-(6R)-6-[(1S)-1-phenylethylamino]cyclohex-1-enecarboxylic acid ethyl ester → (1S,2R)-2-aminocyclohexanecarboxylic acid ethyl ester (179601-38-8) + trans-2-amino-1-cyclohexyl carboxylic acid ethyl ester (26849-62-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 48h; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2004.12.008

Reference yield:

ethyl (-)-N-<(R)-1-phenylethyl>-1-aminocyclohexene-2-carboxylate (121506-74-9) → trans-2-amino-1-cyclohexyl carboxylic acid ethyl ester (26849-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHB(OAc)3 / acetic acid; acetonitrile / 4 h / 0 °C

2: 79 percent / H₂ / Pd(OH)2/C / methanol; H₂O; acetic acid / Ambient temperature

With hydrogen; sodium tris(acetoxy)borohydride; palladium dihydroxide; In methanol; water; acetic acid; acetonitrile;

DOI:10.1021/jo960107y

upstream raw materials:

(R,R,R)-2--1-carbethoxycyclohexane

ethanol

(-)-(R,R)-N-benzoyl-trans-2-aminocyclohexanecarboxylic acid

ethyl (-)-N-<(R)-1-phenylethyl>-1-aminocyclohexene-2-carboxylate

Downstream raw materials:

(1R,2R)-ethyl 2-(6-butoxynaphthalene-2-sulfonamido)cyclohexanecarboxylate

(1R,2R)-2-(6-butoxynaphthalene-2-sulfonamido)cyclohexanecarboxylic acid

(1R,2R)-2-(6-(4-cyano-2-fluorobenzyloxy)naphthalene-2-sulfonamido)cyclohexanecarboxylic acid

(1RS,2SR)-2-aminocyclohexanecarboxylic acid