tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1307771-21-6
Molecular Formula:C₂₈H₃₆ClNO₆
Molecular Weight:518.05
Hs Code.:

Synonyms:tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 3 articles about tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-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:

: C₂₁H₃₀ClNO₆

: 100-39-0
benzyl bromide

: 1307771-21-6
tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: tert-butyl (4S)-4-((S)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 3h; optical yield given as %de;
DOI:10.1002/chem.201002938

Reference yield:

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 1307771-21-6
tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: tert-butyl (4S)-4-((S)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / toluene / Reflux

2.1: iodine; magnesium / tetrahydrofuran / Reflux

2.2: 2 h / -78 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 °C

With iodine; sodium hydride; toluene-4-sulfonic acid; magnesium; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1002/chem.201002938

Reference yield:

: 2-(2-bromo-5-chlorophenyl)-1,3-dioxane

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 1307771-21-6
tert-butyl (4S)-4-((R)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: tert-butyl (4S)-4-((S)-benzyloxy(4-chloro-2-(1,3-dioxan-2-yl)phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine; magnesium / tetrahydrofuran / Reflux

1.2: 2 h / -78 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 °C

With iodine; sodium hydride; magnesium; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201002938