(1r,3s)-3-amino-1-(boc-amino)cyclohexane

Base Information

• Chemical Name: (1r,3s)-3-amino-1-(boc-amino)cyclohexane
• CAS No.: 1259278-17-5
• Molecular Formula: C11H22N2O2
• Molecular Weight: 214.308
• Mol file: 1259278-17-5.mol

Synonyms:(1r,3s)-3-amino-1-(boc-amino)cyclohexane;tert-Butyl ((1R,3S)-3-aminocyclohexyl)carbamate

Chemical Property of (1r,3s)-3-amino-1-(boc-amino)cyclohexane

Chemical Property:

• Boiling Point: 322.1±31.0 °C(Predicted)
• PKA: 12.40±0.40(Predicted)
• PSA: 64.35000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 2.87220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl((1R,3S)-3-aminocyclohexyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (1r,3s)-3-amino-1-(boc-amino)cyclohexane

There total 21 articles about (1r,3s)-3-amino-1-(boc-amino)cyclohexane 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: 99.0%

[3-(1R,3S)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester (1261225-49-3) → tert-butyl N-[(1R,3S)-3-aminocyclohexyl]carbamate (1259278-17-5,1788036-28-1,609788-04-7,849616-22-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol;

DOI:10.1021/acs.oprd.6b00063

Reference yield: 88.0%

[3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester (1261225-48-2) → tert-butyl N-[(1R,3S)-3-aminocyclohexyl]carbamate (1259278-17-5,1788036-28-1,609788-04-7,849616-22-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 27 ℃; for 2h; under 2068.65 Torr;

Reference yield:

benzyl N-[(1S,3R)-3-aminocyclohexyl]carbamate (1259278-12-0,1223158-00-6,1261225-45-9) → tert-butyl N-[(1R,3S)-3-aminocyclohexyl]carbamate (1259278-17-5,1788036-28-1,609788-04-7,849616-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / tetrahydrofuran / 20 °C

2: hydrogen; palladium 10% on activated carbon / methanol / 750.08 Torr

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In tetrahydrofuran; methanol;

upstream raw materials:

N-(3-aminocyclohexyl)(t-butoxy)carboxamide

[3-(1R,3S)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester

(1S,3R)-3-ethoxycarbonylcyclohexane-1-carboxylic acid

ethyl (1R,3S)-3-benzyloxycarbonylaminocyclohexane-1-carboxylate

Downstream raw materials:

C₂₈H₃₅N₅O₅

C₁₆H₂₂BrF₂N₃O₂

(1S,3R)-N₁-(6-bromo-3,5-difluoropyridin-2-yl)cyclohexane-1,3-diamine

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