phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate

Base Information

Chemical Name:phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate
CAS No.:408516-40-5
Molecular Formula:C₂₁H₂₁BrO₅
Molecular Weight:433.299
Hs Code.:

Synonyms:phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate

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Chemical Property of phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate

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Technology Process of phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate

There total 5 articles about phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate 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: 45.0%

: 408516-36-9
phenylmethyl (2S,5R)-2-(1-methylethyl)-4-oxo-5-(phenylmethyl)-1,3-dioxolane-2-carboxylate

: 408516-40-5
phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate

Guidance literature:: With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 0.166667h; Heating; irradiation;
DOI:10.1002/1522-2675(20011219)84:12<3766::AID-HLCA3766>3.0.CO;2-Z

Reference yield:

: 828-01-3,7326-19-4,20312-36-1,156-05-8
D-phenyllactic acid

: 408516-40-5
phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 48 percent / BF₃*OEt₂ / 2 h / 20 °C

2: 45 percent / NBS; AIBN / CCl₄ / 0.17 h / Heating; irradiation

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; In tetrachloromethane;
DOI:10.1002/1522-2675(20011219)84:12<3766::AID-HLCA3766>3.0.CO;2-Z

Reference yield:

: 3715-29-5
sodium 3-methyl-2-oxobutyrate

: 408516-40-5
phenylmethyl (2R,4S)-4-bromo-2-(1-methylethyl)-5-oxo-4-(phenylmethyl)-1,3-dioxolane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / SOCl₂ / 0.5 h / 0 °C

2: 48 percent / BF₃*OEt₂ / 2 h / 20 °C

3: 45 percent / NBS; AIBN / CCl₄ / 0.17 h / Heating; irradiation

With N-Bromosuccinimide; thionyl chloride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; In tetrachloromethane;
DOI:10.1002/1522-2675(20011219)84:12<3766::AID-HLCA3766>3.0.CO;2-Z