(6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: (6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester
• CAS No.: 143508-20-7
• Molecular Formula: C₁₆H₂₂Cl₃NO₄
• Molecular Weight: 398.714

Synonyms:(6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Chemical Property of (6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Chemical Property:

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Technology Process of (6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester

There total 3 articles about (6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl 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: 87.0%

1-Amino-6-benzyloxy-hexan-2-ol + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → (6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester (143508-20-7)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water;

DOI:10.1021/jm00099a004

Reference yield:

2-(4-(benzyloxy)butyl)oxirane (133617-19-3,946390-77-8) → (6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester (143508-20-7)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium azide / dimethylformamide

2: H₂ / Raney nickel / methanol

3: 87 percent / sodium bicarbonate / tetrahydrofuran; H₂O

With lithium azide; hydrogen; sodium hydrogencarbonate; nickel; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00099a004

Reference yield:

1-Azido-6-benzyloxy-hexan-2-ol (143508-19-4) → (6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester (143508-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Raney nickel / methanol

2: 87 percent / sodium bicarbonate / tetrahydrofuran; H₂O

With hydrogen; sodium hydrogencarbonate; nickel; In tetrahydrofuran; methanol; water;

DOI:10.1021/jm00099a004

upstream raw materials:

2,2,2-Trichloroethyl chloroformate

2-(4-(benzyloxy)butyl)oxirane

1-Azido-6-benzyloxy-hexan-2-ol

Downstream raw materials:

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester

(1S,R)-5-oxo-5-phenylmethoxy-1-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>pentyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-(phenylmethoxy)propanoyl>amino>butanoate

(9S,12S,13R)-12-(cyclohexylmethyl)-9--L-phenylalanyl>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

(9S,12S,13R)-12-(cyclohexylmethyl)-2-(N,N-diethylamino)-9--L-phenylalanyl>-13-hydroxy-6,10,14-trioxo-1,7-dioxa-11-azacyclotetradecane

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