(2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester

Base Information

Chemical Name:(2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester
CAS No.:336182-96-8
Molecular Formula:C₃₀H₃₇NO₆S
Molecular Weight:539.693
Hs Code.:

Synonyms:(2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester

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Chemical Property of (2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester

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Technology Process of (2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester

There total 4 articles about (2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl 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: 78.0%

: 79026-61-2
(R)-3-benzyloxy-2-methylpropanal

: 336182-86-6
Propionic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester

: 336182-96-8
(2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester

Guidance literature:: Propionic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

(R)-3-benzyloxy-2-methylpropanal; With titanium tetrachloride; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/S0040-4039(00)02227-9

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 336182-96-8
(2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / triethylamine; DMAP / CH₂Cl₂

2.1: 93 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

3.1: TiCl₄; N,N-diisopropylethylamine / CH₂Cl₂ / 1 h / 0 °C

3.2: 78 percent / TiCl₄ / CH₂Cl₂ / 2 h / -78 °C

With dmap; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0040-4039(00)02227-9

Reference yield:

: 82495-70-3
(2S)-2-p-toluenesulfonamido-3-phenylpropanol

: 336182-96-8
(2S,3R,4R)-5-Benzyloxy-3-hydroxy-2,4-dimethyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

2.1: TiCl₄; N,N-diisopropylethylamine / CH₂Cl₂ / 1 h / 0 °C

2.2: 78 percent / TiCl₄ / CH₂Cl₂ / 2 h / -78 °C

With titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0040-4039(00)02227-9