(1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexane

Base Information

• Chemical Name: (1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexane
• CAS No.: 188868-71-5
• Molecular Formula: C₁₅H₂₁NO₃
• Molecular Weight: 263.337
• Mol file: 188868-71-5.mol

Synonyms:(1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexane

Chemical Property of (1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexane

There total 1 articles about (1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)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: 85.0%

benzyl chloroformate (501-53-1,94274-21-2) + (1S;2S)-(+)-trans-2-methylamino cyclohexanol (R,R)-hydrogentartrate → (1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexane (188868-71-5)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/S0957-4166(97)00029-3

Reference yield:

(1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexane (188868-71-5) → Methyl-((S)-2-trimethylsilanyloxy-cyclohex-2-enyl)-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: pyridiniumchlorochromate / CH₂Cl₂ / 24 h / Ambient temperature

2: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With triethylamine; pyridinium chlorochromate; In dichloromethane;

DOI:10.1016/S0957-4166(97)00029-3

Reference yield:

(1S,2S)-1-hydroxy-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexane (188868-71-5) → (2R)-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexanone + (2S)-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexanone (188868-73-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0957-4166(97)00029-3

upstream raw materials:

benzyl chloroformate

Downstream raw materials:

(2S)-2-(N-methyl-N-benzyloxycarbonylamino)cyclohexanone