(2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl ester

Base Information

Chemical Name:(2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl ester
CAS No.:858669-63-3
Molecular Formula:C₁₃H₁₄N₂O₆S
Molecular Weight:326.33
Hs Code.:

Synonyms:(2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl ester

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Chemical Property of (2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl ester

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Technology Process of (2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl ester

There total 3 articles about (2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl 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: 83.0%

: 858669-62-2
N-p-nitrophenylsulfonyl-D-threonine allyl ester

: 858669-63-3
(2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/ja302435y

Reference yield:

: D-threonine allyl ester

: 858669-63-3
(2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 75 percent / PPh₃; DIAD / tetrahydrofuran / 2 h / 0 °C

With di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;
DOI:10.1021/ol0507930

Reference yield:

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 858669-63-3
(2R,3R)-1-(p-nitrophenylsulfonyl)-3-methyl-2-azidirinecarboxyic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / toluene

2: di-isopropyl azodicarboxylate; triphenylphosphine

With di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; triphenylphosphine; In toluene;
DOI:10.1021/acs.orglett.6b03246