1-(N-BENZYLOXYCARBONYL)-TRANS-CYCLOHEXANE-1,2-DIAMINE

Base Information

• Chemical Name: 1-(N-BENZYLOXYCARBONYL)-TRANS-CYCLOHEXANE-1,2-DIAMINE
• CAS No.: 142350-85-4
• Molecular Formula: C14H20 N2 O2
• Molecular Weight: 248.325
• Mol file: 142350-85-4.mol

Synonyms:Carbamicacid, (2-aminocyclohexyl)-, phenylmethyl ester, (1R-trans)- (9CI)

Chemical Property of 1-(N-BENZYLOXYCARBONYL)-TRANS-CYCLOHEXANE-1,2-DIAMINE

Chemical Property:

• PSA: 64.35000
• LogP: 3.27390
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

N-Cbz-(1R,2R)-(-)-Diaminocyclohexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Cbz-(1R,2R)-(-)-Diaminocyclohexane is a reagent in the synthesis of the anti-cancer agent AA005 derivatives. also used in the preparation of pirenzepine analogs, as antimuscarinics.

Technology Process of 1-(N-BENZYLOXYCARBONYL)-TRANS-CYCLOHEXANE-1,2-DIAMINE

There total 3 articles about 1-(N-BENZYLOXYCARBONYL)-TRANS-CYCLOHEXANE-1,2-DIAMINE 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: 85.0%

(3aR,7aR)-1,3,3a,4,5,6,7,7a-octahydrobenzimidazol-2-one (1257216-04-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl N-[(1R,2R)-2-aminocyclohexyl]carbamate (142350-85-4,1353973-30-4,445479-92-5)

Guidance literature:

(3aR,7aR)-1,3,3a,4,5,6,7,7a-octahydrobenzimidazol-2-one; benzyl alcohol; With methanesulfonic acid; at 80 ℃; for 0.166667h;

With sodium carbonate; In water;

DOI:10.1021/jo101723v

Reference yield: 82.0%

(1R,2R)-1,2-diaminocyclohexane (20439-47-8) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl N-[(1R,2R)-2-aminocyclohexyl]carbamate (142350-85-4,1353973-30-4,445479-92-5)

Guidance literature:

In 1,2-dimethoxyethane; ethanol; water; at 20 - 40 ℃; for 0.25h; pH=5;

DOI:10.1016/j.bmcl.2021.127834

Reference yield: 66.0%

benzyl phenyl carbonate (28170-07-2) + (1R,2R)-1,2-diaminocyclohexane (20439-47-8) → benzyl N-[(1R,2R)-2-aminocyclohexyl]carbamate (142350-85-4,1353973-30-4,445479-92-5)

Guidance literature:

In ethanol; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2020.131246

upstream raw materials:

(1R,2R)-1,2-diaminocyclohexane

benzyl chloroformate

(3aR,7aR)-1,3,3a,4,5,6,7,7a-octahydrobenzimidazol-2-one

benzyl alcohol

Downstream raw materials:

N-(R,R)-trans-2-benzyloxycarbonylaminocyclohexyl-N-tert-butyloxycarbonyl-p-nitrophenylalaninamide

{(1R,2R)-2-[(R)-2-tert-Butoxycarbonylamino-3-(4-nitro-phenyl)-propionylamino]-cyclohexyl}-carbamic acid benzyl ester

N-<(S)-2-amino-3-(p-nitrophenyl)propyl>-trans-(R,R)-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid

C₂₈H₄₆N₂O₅

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