Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranylmethyl ester

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Chemical Name:Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranylmethyl ester
CAS No.:90941-91-6
Molecular Formula:C₁₉H₂₆O₆
Molecular Weight:350.412
Hs Code.:

Synonyms:Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranylmethyl ester

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Chemical Property of Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranylmethyl ester

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Technology Process of Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranylmethyl ester

There total 6 articles about Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-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: 90.0%

: 90941-90-5
[(2R,3R)-3-((S)-2,2-Diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranyl]-methanol

: 501-53-1,94274-21-2
benzyl chloroformate

: 90941-91-6
Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranylmethyl ester

Guidance literature:: With pyridine; In tetrahydrofuran; -20 deg C -> rt;
DOI:10.1021/jo00189a046

Reference yield:

: 25636-49-1
3,3-dimethoxypentane

: 90941-91-6
Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: p-TsOH / dimethylformamide / Ambient temperature

2: pyridinium chlorochromate / CH₂Cl₂ / Ambient temperature

3: NaH / toluene; tetrahydrofuran / -20 °C

4: 100 percent / Dibal / tetrahydrofuran / -40 °C

5: 77 percent / Ti(O-i-Pr)4, diethyl (-)-tartrate, TBHP / CH₂Cl₂ / -20 °C

6: 90 percent / pyridine / tetrahydrofuran / -20 deg C -> rt

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00189a046

Reference yield:

: 90941-89-2
(E)-4-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-but-2-en-1-ol

: 90941-91-6
Carbonic acid benzyl ester (2R,3R)-3-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / Ti(O-i-Pr)4, diethyl (-)-tartrate, TBHP / CH₂Cl₂ / -20 °C

2: 90 percent / pyridine / tetrahydrofuran / -20 deg C -> rt

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00189a046