Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl ester

Base Information

Chemical Name:Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl ester
CAS No.:232942-78-8
Molecular Formula:C₁₆H₁₉NO₆
Molecular Weight:321.33
Hs Code.:

Synonyms:Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl ester

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Chemical Property of Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl ester

Chemical Property:

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Technology Process of Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl ester

There total 6 articles about Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl 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:

: 18742-02-4
2-bromo-2-(2-ethyl)dioxolane

: 232942-78-8
Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / NaH / dimethylformamide / 12 h / 20 °C

2: 89 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 6 h / 20 °C

3: 80 percent / KHMDS / 1,2-dimethoxy-ethane / 14 h / -55 - 0 °C

4: 91 percent / 5 percent HF(aq) / acetonitrile / 0.83 h

5: L-(+)-DET; Ti(i-PrO)4; TBHP, 4 angstroem mol. sieves / CH₂Cl₂ / 13 h / -25 °C

6: tetrahydrofuran / 0.5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; hydrogen fluoride; potassium hexamethylsilazane; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Alkylation / 2: Oxidation / 3: Condensation / 4: desilylation / 5: Epoxidation / 6: Addition;
DOI:10.1016/S0040-4039(99)00906-5

Reference yield:

: 232942-74-4
(E)-(S)-5-[1,3]Dioxolan-2-yl-pent-3-en-2-ol

: 232942-78-8
Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: L-(+)-DET; Ti(i-PrO)4; TBHP, 4 angstroem mol. sieves / CH₂Cl₂ / 13 h / -25 °C

2: tetrahydrofuran / 0.5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; 1: Epoxidation / 2: Addition;
DOI:10.1016/S0040-4039(99)00906-5

Reference yield:

: 232942-60-8
tert-Butyl-((E)-(S)-4-[1,3]dioxolan-2-yl-1-methyl-but-2-enyloxy)-dimethyl-silane

: 232942-78-8
Benzoyl-carbamic acid (S)-1-((2S,3S)-3-[1,3]dioxolan-2-ylmethyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / 5 percent HF(aq) / acetonitrile / 0.83 h

2: L-(+)-DET; Ti(i-PrO)4; TBHP, 4 angstroem mol. sieves / CH₂Cl₂ / 13 h / -25 °C

3: tetrahydrofuran / 0.5 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; hydrogen fluoride; In tetrahydrofuran; dichloromethane; acetonitrile; 1: desilylation / 2: Epoxidation / 3: Addition;
DOI:10.1016/S0040-4039(99)00906-5