Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

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Chemical Name:Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester
CAS No.:318489-44-0
Molecular Formula:C₁₆H₂₁NO₅
Molecular Weight:307.346
Hs Code.:

Synonyms:Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

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Chemical Property of Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

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Technology Process of Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

There total 5 articles about Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl 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: 92.0%

: 80581-19-7
((2S,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)oxiran-2-yl)methanol

: 3173-56-6
benzyl isothiocyanate

: 318489-44-0
Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In benzene; at 60 ℃;
DOI:10.1021/jo0012748

Reference yield:

: 79060-23-4
(2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

: 318489-44-0
Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / t-BuOOH; Ti(Oi-Pr)4; diisopropyl L-(+)-tartrate / CH₂Cl₂ / -30 °C

2: 92 percent / (i-Pr)2NEt / benzene / 60 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; N-ethyl-N,N-diisopropylamine; In dichloromethane; benzene; 1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo0012748

Reference yield:

: 64520-58-7,917877-01-1
ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

: 318489-44-0
Benzyl-carbamic acid (2S,3R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / diisobutylaluminum hydride / CH₂Cl₂ / -78 °C

2: 61 percent / t-BuOOH; Ti(Oi-Pr)4; diisopropyl L-(+)-tartrate / CH₂Cl₂ / -30 °C

3: 92 percent / (i-Pr)2NEt / benzene / 60 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; benzene; 2: Sharpless asymmetric epoxidation;
DOI:10.1021/jo0012748