(2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl ester

Base Information

• Chemical Name: (2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl ester
• CAS No.: 276863-01-5
• Molecular Formula: C₁₁H₁₂F₃NO₃
• Molecular Weight: 263.216
• Mol file: 276863-01-5.mol

Synonyms:(2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl ester

Chemical Property of (2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl ester

There total 5 articles about (2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl 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: 71.0%

(2S,3S)-2-benzyloxycarbonyl[N-(toluene-4-thio)amino]-3-trifluoroacetoxy-2-trifluoromethylbutyric acid methyl ester (276862-99-8) → 2-(N-benzyloxycarbonylamino)-3,3,3-trifluoropropionic acid (10068-52-7) + 2-benzyloxycarbonylamino-3,3,3-trifluoropropionic acid methyl ester (27240-49-9) + (2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl ester (276863-01-5)

Guidance literature:

With potassium carbonate; In water; acetonitrile; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/jo991534p

Reference yield:

ethyl 2-(benzyloxycarbonylamino)-3,3,3-trifluoropropanoate (134356-87-9) → (2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl ester (276863-01-5)

Guidance literature:

With calcium borohydride; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

ethyl N-[(benzyloxy)carbonyl]-3,3,3-trifluoro-2-hydroxyalaninate → (2-hydroxy-1-trifluoromethylethyl)carbamic acid benzyl ester (276863-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / diethyl ether / 6 h / 0 - 20 °C / Inert atmosphere

2: sodium tetrahydroborate / diethyl ether / 16 h / 0 - 20 °C / Inert atmosphere

3: sodium tetrahydroborate; calcium chloride / diethyl ether / 16 h / 0 - 20 °C

With pyridine; sodium tetrahydroborate; calcium chloride; In diethyl ether;

upstream raw materials:

(2S,3S)-2-benzyloxycarbonyl[N-(toluene-4-thio)amino]-3-trifluoroacetoxy-2-trifluoromethylbutyric acid methyl ester

ethyl 2-(benzyloxycarbonylamino)-3,3,3-trifluoropropanoate

ethyl (2E)-2-{[(benzyloxy)carbonyl]imino}-3,3,3-trifluoropropanoate

O-benzyl carbamate

Downstream raw materials:

benzyl (3-azido-1,1,1-trifluoropropan-2-yl)carbamate

2-{[(benzyloxy)carbonyl]amino}-3,3,3-trifluoropropyl methanesulfonate

benzyl [1-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2,2,2-trifluoroethyl]carbamate