Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester

Base Information

• Chemical Name: Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester
• CAS No.: 190264-74-5
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 195.218
• Mol file: 190264-74-5.mol

Synonyms:Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester

Chemical Property of Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester

There total 3 articles about Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl 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: 100.0%

(3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene (190264-64-3) → Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester (190264-74-5)

Guidance literature:

With ammonia; In tetrahydrofuran; at 25 ℃; for 18h;

DOI:10.1021/jo970133b

Reference yield:

vinyl phenyl carbonate (46117-43-5) → Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester (190264-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 33.5 percent / toluene / 24 h / 30 °C / Candida antarctica lipase SP 435L presence

2: 100 percent / ammonia / tetrahydrofuran / 18 h / 25 °C

With ammonia; In tetrahydrofuran; toluene;

DOI:10.1021/jo970133b

Reference yield:

(3S,5R)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene (113375-51-2) → Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester (190264-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / toluene / 4 h / 30 °C / Candida antarctica lipase SP 435L presence, other biologically active materials: Chromobacterium viscosum lipase, Pseudomonas cepacia lipase

2: 100 percent / ammonia / tetrahydrofuran / 18 h / 25 °C

With ammonia; In tetrahydrofuran; toluene;

DOI:10.1021/jo970133b

upstream raw materials:

(3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene

vinyl phenyl carbonate

(3S,5R)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene

Downstream raw materials:

(3S,5R)-3-[(tert-butyldimethylsilyl)oxy]-5-(carbamoyloxy)-1-ethynyl-2-methylcyclohex-1-ene

3-O-carbamoyl-6,7-dehydro-1α,25-dihydroxyvitamin D3