(4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:1042338-81-7
Molecular Formula:C₂₀H₂₉NO₄
Molecular Weight:347.455
Hs Code.:

Synonyms:(4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

There total 3 articles about (4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl 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: 92.0%

: 100-39-0
benzyl bromide

: 114301-35-8
(1'R,4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-(1-hydroxy-2-propen-1-yl)-1,3-oxazolidine

: 1042338-81-7
(4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃;
DOI:10.1002/jccs.201100637

Reference yield:

: 95715-85-8
2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester

: 1042338-81-7
(4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: boron trifluoride diethyl etherate / acetone / 3 h / 25 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.67 h / 25 °C

3.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 °C

4.1: methyllithium / diethyl ether / 15 h / 0 °C

4.2: 1 h / 20 °C

4.3: 2.33 h / -78 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 25 °C

With lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride diethyl etherate; methyllithium; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil; 3.1: Swern oxidation;
DOI:10.1002/jccs.201100637

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 1042338-81-7
(4R,6R)-4-(1-benzyloxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: methyllithium / diethyl ether / 15 h / 0 °C

1.2: 1 h / 20 °C

1.3: 2.33 h / -78 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 25 °C

With methyllithium; sodium hydride; In diethyl ether; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/jccs.201100637