(2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)pyrrolidine

Base Information

Chemical Name:(2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)pyrrolidine
CAS No.:267244-47-3
Molecular Formula:C₃₁H₃₆N₂O₅S
Molecular Weight:548.703
Hs Code.:

Synonyms:(2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)pyrrolidine

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Chemical Property of (2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)pyrrolidine

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Technology Process of (2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)pyrrolidine

There total 6 articles about (2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)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: 91.0%

: 2227-79-4
benzenecarbothioamide

: 267244-45-1
(2S,3S,4S)-N-benzoyl-4-(bromoacetyl)-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethylpyrrolidine

: 267244-47-3
(2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)pyrrolidine

Guidance literature:: With sodium hydrogencarbonate; In ethanol; Heating;
DOI:10.1016/S0960-894X(99)00690-3

Reference yield:

: 98-88-4
benzoyl chloride

: 267244-47-3
(2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 455 mg / NaOH / H₂O; dioxane / 22 h / 20 °C

2.1: O₃ / CH₂Cl₂; methanol / 0.75 h / -78 °C

2.2: 99 percent / Ph₃P / CH₂Cl₂; methanol / 1 h / 20 °C

3.1: lithium hexamethyldisilylamide / tetrahydrofuran / 0.42 h / -78 °C

4.1: 115 mg / phenyltrimethylammonium tribromide / tetrahydrofuran / 0.5 h / 0 °C

5.1: 91 percent / NaHCO₃ / ethanol / 4 h / Heating

With sodium hydroxide; phenyltrimethylammonium tribromide; sodium hydrogencarbonate; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo000846l

Reference yield:

: 267244-44-0
(2S,3S,4S)-acetyl-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-pyrrolidine

: 267244-47-3
(2S,3S,4S)-N-benzoyl-2-tert-butoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2'-phenylthiazol-4'-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: lithium hexamethyldisilylamide / tetrahydrofuran / 0.42 h / -78 °C

2: 115 mg / phenyltrimethylammonium tribromide / tetrahydrofuran / 0.5 h / 0 °C

3: 91 percent / NaHCO₃ / ethanol / 4 h / Heating

With phenyltrimethylammonium tribromide; sodium hydrogencarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;
DOI:10.1021/jo000846l