(S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol

Base Information

Chemical Name:(S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol
CAS No.:148671-91-4
Molecular Formula:C₂₇H₃₆N₂O₈S
Molecular Weight:548.657
Hs Code.:

Synonyms:(S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol

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Chemical Property of (S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol

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Technology Process of (S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol

There total 5 articles about (S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol 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:

: Acetic acid 2-acetoxymethyl-3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-[(S)-3-methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-propyl ester

: 148671-91-4
(S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; Yield given; Ambient temperature;
DOI:10.1021/ja00063a015

Reference yield:

: 17360-25-7,32013-47-1,68005-71-0
N-(p-toluenesulfonyl)-L-valine

: 148671-91-4
(S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / N-methylmorpholine, dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) EtONa / 1.) EtOH, 2 min, 0 deg C, 2.) EtOH, from 0 deg C to RT, 2 h

3: 72 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

4: pyridine / tetrahydrofuran / Ambient temperature

5: p-toluenesulfonic acid / methanol / Ambient temperature

With 4-methyl-morpholine; pyridine; lithium aluminium tetrahydride; sodium ethanolate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja00063a015

Reference yield:

: 148671-86-7
2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester

: 148671-91-4
(S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) EtONa / 1.) EtOH, 2 min, 0 deg C, 2.) EtOH, from 0 deg C to RT, 2 h

2: 72 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

3: pyridine / tetrahydrofuran / Ambient temperature

4: p-toluenesulfonic acid / methanol / Ambient temperature

With pyridine; lithium aluminium tetrahydride; sodium ethanolate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;
DOI:10.1021/ja00063a015