(S)-((R)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester

Base Information

• Chemical Name: (S)-((R)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester
• CAS No.: 91109-13-6
• Molecular Formula: C₂₀H₂₀N₂O₇S
• Molecular Weight: 432.454
• Mol file: 91109-13-6.mol

Synonyms:(S)-((R)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester

Chemical Property of (S)-((R)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-((R)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester

There total 11 articles about (S)-((R)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl 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: 50.0%

N-<(benzoyloxy)carbonyl>-D,L-vinylglycine methyl ester (80656-34-4) + 3,4-bis(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide (66074-00-8) → (3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester (80597-64-4,80597-65-5,91109-12-5,91109-13-6)

Guidance literature:

In xylene; Heating;

DOI:10.1016/S0040-4039(01)81908-0

Reference yield: 34.0%

benzyl chloroformate (501-53-1,94274-21-2) + (S)-Amino-((R)-3-benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-acetic acid methyl ester → (S)-((R)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester (91109-13-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 5 ℃; for 0.666667h;

DOI:10.1016/0040-4020(84)85065-6

Reference yield:

bromo(phenylsulfonyl)formaldoxime (70367-23-6) + N-benzyloxycarbonyl-L-α-vinylglycine methyl ester (75266-40-9) → (S)-((R)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester (91109-13-6) + (S)-((S)-3-Benzenesulfonyl-4,5-dihydro-isoxazol-5-yl)-benzyloxycarbonylamino-acetic acid methyl ester (91109-12-5)

Guidance literature:

With silver nitrate; In tetrahydrofuran; at 45 - 50 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/0040-4020(84)85065-6

upstream raw materials:

N-<(benzoyloxy)carbonyl>-D,L-vinylglycine methyl ester

3,4-bis(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

diazomethane

bromo(phenylsulfonyl)formaldoxime

Downstream raw materials:

[(S)-2-Hydroxy-2-methyl-1-((R)-3-methyl-4,5-dihydro-isoxazol-5-yl)-propyl]-carbamic acid benzyl ester