(3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate

Base Information

Chemical Name:(3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate
CAS No.:1434565-71-5
Molecular Formula:C₂₅H₂₉NO₇
Molecular Weight:455.508
Hs Code.:

Synonyms:(3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate

Suppliers and Price of (3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate

There total 7 articles about (3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-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: 55.0%

: 1434564-56-3
(2S,4E)-1-benzyl-2-[(benzyloxycarbonyl)(tert-butyldimethylsilyloxy)amino]-6-tert-butylhex-4-enedioate

: 1434565-71-5
(3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane; water; at 0 ℃; for 0.5h;
DOI:10.1021/jo400558t

Reference yield:

: 1434564-48-3
(S)-benzyl 2-[(benzyloxycarbonyl)(tert-butyldimethylsilyloxy)]amino-4-oxobutanoate

: 1434565-71-5
(3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: chloroform / 1.5 h

2: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran; dichloromethane; water / 0.5 h / 0 °C

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane; chloroform; water; 1: |Wittig Olefination / 2: |Michael Addition;
DOI:10.1021/jo400558t

Reference yield:

: 7396-44-3
benzyl diethylphosphonoacetate

: 1434565-71-5
(3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: caesium carbonate / cyclohexane / 65 °C

1.2: 2 h / 65 °C

2.1: hydrogenchloride / acetone; water / 48 h / 20 °C

3.1: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; acetic acid / chloroform / 0.17 h / 20 °C

3.2: 3.5 h / 20 °C

4.1: chloroform / 1.5 h

5.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran; dichloromethane; water / 0.5 h / 0 °C

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; hydrogenchloride; tetrabutyl ammonium fluoride; caesium carbonate; acetic acid; In tetrahydrofuran; dichloromethane; chloroform; cyclohexane; water; acetone; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination / 4.1: |Wittig Olefination / 5.1: |Michael Addition;
DOI:10.1021/jo400558t