(2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester
CAS No.:862735-99-7
Molecular Formula:C₁₂H₁₆O₃Si
Molecular Weight:236.343
Hs Code.:

Synonyms:(2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester

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Chemical Property of (2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester

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Technology Process of (2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester

There total 4 articles about (2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl 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: 81.0%

: 862735-98-6
(2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid

: 67-56-1
methanol

: 862735-99-7
(2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1021/jo060134g

Reference yield:

: 766-77-8
Dimethylphenylsilane

: 862735-99-7
(2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / sodium / platinum⁽⁰⁾ hydrosilylation catalyst / tetrahydrofuran / Heating

2: 92 percent / titanium tetraisopropoxide; (+)-diethyl-L-tartrate; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; toluene / 48 h / -40 °C

3: 89 percent / sodium metaperiodate; ruthenium(III) chloride hydrate / acetonitrile; H₂O; CCl₄ / 20 °C

4: 81 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; ruthenium trichloride; sodium periodate; diethyl L-tartrate; sodium; dicyclohexyl-carbodiimide; 4 A molecular sieve; platinum⁽⁰⁾ hydrosilylation catalyst; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; toluene; acetonitrile; 2: Sharpless asymmetric epoxidation;
DOI:10.1021/jo060134g

Reference yield:

: 101844-21-7
(E)-3-[(dimethyl)phenylsilyl]prop-2-en-1-ol

: 862735-99-7
(2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / titanium tetraisopropoxide; (+)-diethyl-L-tartrate; tert-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂; toluene / 48 h / -40 °C

2: 89 percent / sodium metaperiodate; ruthenium(III) chloride hydrate / acetonitrile; H₂O; CCl₄ / 20 °C

3: 81 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; ruthenium trichloride; sodium periodate; diethyl L-tartrate; dicyclohexyl-carbodiimide; 4 A molecular sieve; In tetrachloromethane; dichloromethane; water; toluene; acetonitrile; 1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo060134g