(3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol

Base Information

Chemical Name:(3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol
CAS No.:256650-48-3
Molecular Formula:C₂₅H₃₃ClN₂O₅S
Molecular Weight:509.066
Hs Code.:

Synonyms:(3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol

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Chemical Property of (3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol

Chemical Property:

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Technology Process of (3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol

There total 5 articles about (3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol 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:

: 3536-96-7
vinylmagnesium chloride

: 256650-47-2
[(S)-6-Oxo-5-(2,4,6-trimethyl-benzenesulfonylamino)-hexyl]-carbamic acid 2-chloro-benzyl ester

: 256650-48-3
(3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol

Guidance literature:: With lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 4h;
DOI:10.1039/a904671b

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 256650-48-3
(3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / H₂O / 15 h / 0 °C

2: HOBt; WSCD / dimethylformamide / 15 h / 20 °C

3: DIBAL / tetrahydrofuran / 1.5 h / -78 °C

4: ZnCl₂; LiCl / diethyl ether; tetrahydrofuran / 4 h / 0 °C

With diisobutylaluminium hydride; benzotriazol-1-ol; triethylamine; lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; 1: Substitution / 2: Acylation / 3: Reduction / 4: Grignard reaction;
DOI:10.1039/a904671b

Reference yield:

: 42390-97-6,201014-19-9
N^ε-(2-Chlorophenylmethoxycarbonyl)-(S)-lysine

: 256650-48-3
(3S/R,4S)-8-(2-Chlorophenylmethoxycarbonylamino)-4-(2,4,6-trimethylphenylsulfonylamino)oct-1-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / H₂O / 15 h / 0 °C

2: HOBt; WSCD / dimethylformamide / 15 h / 20 °C

3: DIBAL / tetrahydrofuran / 1.5 h / -78 °C

4: ZnCl₂; LiCl / diethyl ether; tetrahydrofuran / 4 h / 0 °C

With diisobutylaluminium hydride; benzotriazol-1-ol; triethylamine; lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; 1: Substitution / 2: Acylation / 3: Reduction / 4: Grignard reaction;
DOI:10.1039/a904671b