4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate

Base Information

Chemical Name:4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate
CAS No.:1354623-49-6
Molecular Formula:C₂₃H₃₃NO₆
Molecular Weight:419.518
Hs Code.:

Synonyms:4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate

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Chemical Property of 4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate

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Technology Process of 4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate

There total 8 articles about 4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate 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:

: 1354623-46-3
4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-(4-methoxybenzyloxy)allyl)oxazolidine-3,4-dicarboxylate

: 1354623-49-6
4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate

Guidance literature:: 4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-(4-methoxybenzyloxy)allyl)oxazolidine-3,4-dicarboxylate; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol203300k

Reference yield:

: C₂₄H₃₅NO₇

: 1354623-49-6
4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / 4 h / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / methanol; dichloromethane / 2 h / 20 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

With potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; acetone;
DOI:10.1021/ol203300k

Reference yield:

: 1354623-23-6
3-tert-butyl 4-((E)-3-(4-methoxybenzyloxy)allyl) (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate

: 1354623-49-6
4-benzyl 3-tert-butyl (2R,4R)-2-tert-butyl-4-((S)-1-hydroxyallyl)oxazolidine-3,4-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: chloro-trimethyl-silane; lithium hexamethyldisilazane / tetrahydrofuran / -78 - 23 °C / Inert atmosphere

2.1: potassium carbonate / acetone / 4 h / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / methanol; dichloromethane / 2 h / 20 °C / Inert atmosphere

3.2: 2 h / 0 °C / Inert atmosphere

With chloro-trimethyl-silane; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; acetone; 1.1: Ireland-Claisen rearrangement;
DOI:10.1021/ol203300k