2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl ester
CAS No.:199658-11-2
Molecular Formula:C₂₂H₂₈Cl₃NO₅
Molecular Weight:492.827
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl ester

There total 6 articles about 2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl 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: 97.0%

: 545-06-2
trichloroacetonitrile

: 199658-10-1
2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-hydroxy-4-((R)-2-vinyl-oxiranyl)-butyl ester

: 199658-11-2
2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -20 ℃;
DOI:10.1016/S0040-4039(97)10077-6

Reference yield:

: 1027169-34-1
2,2-Dimethyl-propionic acid (R)-3-benzyloxy-4-oxo-butyl ester

: 199658-11-2
2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: TiCl₄ / CH₂Cl₂ / -78 °C

2: 98 percent / VO(acac), t-BuOOH / CH₂Cl₂ / -25 °C

3: 97 percent / DBU / CH₂Cl₂ / -20 °C

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1016/S0040-4039(97)10077-6

Reference yield:

: 199658-08-7
2,2-Dimethyl-propionic acid (R)-3-benzyloxy-4-hydroxy-butyl ester

: 199658-11-2
2,2-Dimethyl-propionic acid (3R,4S)-3-benzyloxy-4-(2,2,2-trichloro-acetimidoyloxy)-4-((R)-2-vinyl-oxiranyl)-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -60 - 25 °C

2: TiCl₄ / CH₂Cl₂ / -78 °C

3: 98 percent / VO(acac), t-BuOOH / CH₂Cl₂ / -25 °C

4: 97 percent / DBU / CH₂Cl₂ / -20 °C

With tert.-butylhydroperoxide; oxalyl dichloride; bis(acetylacetonate)oxovanadium; titanium tetrachloride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(97)10077-6