(4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester

Base Information

Chemical Name:(4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester
CAS No.:912354-31-5
Molecular Formula:C₃₁H₄₇NO₉
Molecular Weight:577.715
Hs Code.:

Synonyms:(4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester

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Chemical Property of (4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester

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Technology Process of (4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester

There total 5 articles about (4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl 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: 90.0%

: 912354-29-1
(4S)-2-(3-benzyloxycarbonyl-2,2-dimethyloxazolidin-4-ylmethyl)malonic acid di-tert-butyl ester

: 49827-15-8
t-butyl iodoacetate

: 912354-31-5
(4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: (4S)-2-(3-benzyloxycarbonyl-2,2-dimethyloxazolidin-4-ylmethyl)malonic acid di-tert-butyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h;

t-butyl iodoacetate; In tetrahydrofuran; at -78 ℃; for 5h;
DOI:10.1021/jo061037q

Reference yield:

: 873310-64-6
2S-(3-benzyloxycarbonyl-2,2-dimethyloxazolidin-4-ylmethylene)-malonic acid di-tert-butyl ester

: 912354-31-5
(4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / H₂ / Pd/C / methanol

2.1: NaHMDS / tetrahydrofuran / 0.67 h / -78 °C

2.2: 90 percent / tetrahydrofuran / 5 h / -78 °C

With hydrogen; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1021/jo061037q

Reference yield:

: 133464-37-6
(4R)-4-formyl-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester

: 912354-31-5
(4S)-2,2-dimethyl-4-(2,2,3-tris-tert-butoxycarbonylpropyl)oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA; HMPA / tetrahydrofuran / -78 °C

1.2: 80 percent / Ac₂O; DMAP; pyridine

2.1: 90 percent / H₂ / Pd/C / methanol

3.1: NaHMDS / tetrahydrofuran / 0.67 h / -78 °C

3.2: 90 percent / tetrahydrofuran / 5 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; sodium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1021/jo061037q