(R)-3-BOC-AMINO-GAMMA-BUTYROLACTONE

Base Information

• Chemical Name: (R)-3-BOC-AMINO-GAMMA-BUTYROLACTONE
• CAS No.: 137105-97-6
• Molecular Formula: C9H15NO4
• Molecular Weight: 201.222
• Mol file: 137105-97-6.mol

Synonyms:(R)-3-Boc-amino-|A-butyrolactone;tert-butyl (R)-5-oxotetrahydrofuran-3-ylcarbamate;I14-6644;(R)-tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate;

Chemical Property of (R)-3-BOC-AMINO-GAMMA-BUTYROLACTONE

Chemical Property:

• PSA: 68.12000
• LogP: 1.03100
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(R)-tert-Butyl(5-oxotetrahydrofuran-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-3-BOC-AMINO-GAMMA-BUTYROLACTONE

There total 5 articles about (R)-3-BOC-AMINO-GAMMA-BUTYROLACTONE 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%

3-(tert-butyloxycarbonylamino)cyclobutan-1-one (154748-49-9) → (R)-4-(tert-butyloxycarbonylamino)-γ-butyrolactone (137105-97-6)

Guidance literature:

With (1R,2R)-1,2-diphenyl-1,2-dihydro-4,6(3H,5H)-dioxobenzo[g]imidazo[1,2,3-i,j]pteridin-12-ium chloride; dihydrogen peroxide; hydroquinidein 1,4-phthalazinediyl diether; In chloroform; at -15 ℃; for 24h; enantioselective reaction;

DOI:10.1039/c6cc00663a

Reference yield: 80.0%

3-tert-butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-thiobutyric acid S-ethyl ester (383418-08-4) → (R)-4-(tert-butyloxycarbonylamino)-γ-butyrolactone (137105-97-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(01)01658-6

Reference yield: 42.0%

allyl ethyl carbonate (1469-70-1) + (R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutyric acid benzyl ester (182748-72-7) → benzyl (R)-4-(allyloxy)-3-(tert-butoxycarbonylamino)-butanoate (1135149-01-7) + (R)-4-(tert-butyloxycarbonylamino)-γ-butyrolactone (137105-97-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 40 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetasy.2008.12.022

upstream raw materials:

3-tert-butoxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-thiobutyric acid S-ethyl ester

di-tert-butyl dicarbonate

allyl ethyl carbonate

(R)-3-((tert-butoxycarbonyl)amino)-4-hydroxybutyric acid benzyl ester

Downstream raw materials:

(2R,3R)-2-benzyl-3-(tert-butyloxycarbonylamino)-4-(methanesulfonyloxy)butanoic acid tert-butyl thioester

(αR,4R)-α-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid tert-butyl thioester

(3R,4R)-3-benzyl-4-(tert-butyloxycarbonylamino)-γ-butyrolactone

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