(2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric acid allyl ester

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Chemical Name:(2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric acid allyl ester
CAS No.:858669-65-5
Molecular Formula:C₂₁H₂₄N₂O₇S₂
Molecular Weight:480.563
Hs Code.:

Synonyms:(2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric acid allyl ester

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Chemical Property of (2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric acid allyl ester

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Technology Process of (2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric acid allyl ester

There total 4 articles about (2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric 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: 86.0%

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

: 6258-60-2
p-methoxybenzylmercaptan

: 858669-65-5
(2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric acid allyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 4 ℃; for 21h; Inert atmosphere;
DOI:10.1021/ja302435y

Reference yield:

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

: 858669-65-5
(2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / PPh₃; DIAD / tetrahydrofuran / 2 h / 0 °C

2: 77 percent / BF₃*OEt₂ / CH₂Cl₂ / 5 h / 0 °C

With di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1021/ol0507930

Reference yield:

: D-threonine allyl ester

: 858669-65-5
(2S,3S)-3-(4-Methoxy-benzylsulfanyl)-2-(4-nitro-benzenesulfonylamino)-butyric acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 77 percent / BF₃*OEt₂ / CH₂Cl₂ / 5 h / 0 °C

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