(2S,4S)-2-(2-amino-2-(hydroxyimino)ethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Base Information

Chemical Name:(2S,4S)-2-(2-amino-2-(hydroxyimino)ethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine
CAS No.:625388-37-6
Molecular Formula:C₂₉H₃₁N₃O₃S
Molecular Weight:501.649
Hs Code.:

Synonyms:(2S,4S)-2-(2-amino-2-(hydroxyimino)ethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4S)-2-(2-amino-2-(hydroxyimino)ethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

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Technology Process of (2S,4S)-2-(2-amino-2-(hydroxyimino)ethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

There total 13 articles about (2S,4S)-2-(2-amino-2-(hydroxyimino)ethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine 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: 77.1%

: 156442-16-9
(2S,4S)-2-cyanomethyl-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

: 625388-37-6
(2S,4S)-2-(2-amino-2-(hydroxyimino)ethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Guidance literature:: With hydroxylamine hydrochloride; sodium carbonate; In ethanol; water; at 60 ℃; for 20h;
DOI:10.1016/S0223-5234(03)00116-8

Reference yield:

: 156442-16-9
(2S,4S)-2-cyanomethyl-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

: 625388-37-6
(2R,4S)-2-(N-Hydroxycarbamimidoylmethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

Guidance literature:: With hydroxylamine hydrochloride; sodium carbonate; In ethanol; water; at 60 ℃; for 20h;
DOI:10.1002/ardp.200300768

Reference yield:

: 3695-77-0
triphenylmethanethiol

: 625388-37-6
(2S,4S)-2-(2-amino-2-(hydroxyimino)ethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 82.5 percent / sodium hydride / dimethylformamide / 0 - 20 °C

2: 78.5 percent / LiBH₄ / tetrahydrofuran / 25 h / 20 °C

3: 94.8 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

4: 89.1 percent / dimethylsulfoxide / 5 h / 75 °C

5: 77.1 percent / hydroxylamine hydrochloride; Na₂CO₃ / ethanol; H₂O / 20 h / 60 °C

With lithium borohydride; hydroxylamine hydrochloride; sodium hydride; sodium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0223-5234(03)00116-8