(S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester
CAS No.:158775-11-2
Molecular Formula:C₂₁H₂₆N₂O₆
Molecular Weight:402.447
Hs Code.:

Synonyms:(S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

Suppliers and Price of (S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

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 (S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

There total 6 articles about (S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-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: 12.0%

: 3426-71-9
Benzyl N-hydroxycarbamate

: 175789-22-7
(S)-1-((E)-Buta-1,3-dienyl)-5-oxo-pyrrolidine-2-carboxylic acid tert-butyl ester

: 158775-11-2
(S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

: (R)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

Guidance literature:: With 4 A molecular sieve; benzyltrimethylammonium periodate; In methanol; dichloromethane; at 0 ℃;
DOI:10.1016/0040-4020(95)01111-0

Reference yield:

: 3426-71-9
Benzyl N-hydroxycarbamate

: tert-butyl (5'S)-N-[1,3-butadienyl]-2'-oxopyrrolidine-5'-carboxylate

: 158775-11-2
(S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

: (R)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

Guidance literature:: Benzyl N-hydroxycarbamate; tert-butyl (5'S)-N-[1,3-butadienyl]-2'-oxopyrrolidine-5'-carboxylate; With Ru(S,S-iPr₂-pybox)(pydic); In methanol; for 0.0333333h;

With dihydrogen peroxide; In methanol; water; at 0 - 20 ℃; for 4h; Overall yield = 91 %; Overall yield = 110 mg; diastereoselective reaction;
DOI:10.2174/1570178614666170710101309

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 158775-11-2
(S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / 70percent aq. HClO₄ / Ambient temperature

2: 41 percent / p-TsOH, 4A molecular sieves / toluene / 8 h / 100 °C

3: 81 percent / 4A molecular sieves, BnMe₃NIO₄ / CH₂Cl₂; methanol / 0 °C

With perchloric acid; 4 A molecular sieve; toluene-4-sulfonic acid; benzyltrimethylammonium periodate; In methanol; dichloromethane; toluene;
DOI:10.1016/0040-4020(95)01111-0