[(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-carbamic acid benzyl ester
CAS No.:854443-25-7
Molecular Formula:C₂₇H₂₉NO₄
Molecular Weight:431.532
Hs Code.:

Synonyms:[(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-carbamic acid benzyl ester

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Chemical Property of [(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-carbamic acid benzyl ester

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Technology Process of [(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-carbamic acid benzyl ester

There total 3 articles about [(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-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:

: 86827-18-1,92455-53-3,16677-29-5
N-benzyloxycarbonyl-O-benzyl-L-tyrosine

: 854443-25-7
[(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: isobutyl chloroformate; N-methyl morpholine / CH₂Cl₂ / 0.25 h / -15 °C

1.2: 92 percent / CH₂Cl₂ / 2 h / -15 - 20 °C

2.1: 94 percent / diethyl ether; tetrahydrofuran / -78 °C

3.1: 4.93 g / K-selectride / tetrahydrofuran / 19 h / -78 °C

With 4-methyl-morpholine; potassium tri-sec-butyl-borohydride; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; dichloromethane; 2.1: Grignard reaction;
DOI:10.1016/j.tet.2005.03.061

Reference yield:

: 854443-24-6
(S)-2-benzyloxycarbonylamino-1-(4-benzyloxyphenyl)-hex-5-en-3-one

: 854443-26-8
(4S,5S)-5-allyl-4-(4-benzyloxybenzyl)-oxazolidin-2-one

: 854443-25-7
[(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-carbamic acid benzyl ester

Guidance literature:: With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -78 ℃; for 19h;
DOI:10.1016/j.tet.2005.03.061

Reference yield:

: 854443-23-5
(S)-N-methoxy-N-methyl-2-benzyloxycarbonylamino-3-(4-benzyloxyphenyl)-propanoic amide

: 854443-25-7
[(S)-1-(4-Benzyloxy-benzyl)-2-hydroxy-pent-4-enyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / diethyl ether; tetrahydrofuran / -78 °C

2: 4.93 g / K-selectride / tetrahydrofuran / 19 h / -78 °C

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; diethyl ether; 1: Grignard reaction;
DOI:10.1016/j.tet.2005.03.061