(2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate
CAS No.:1622154-06-6
Molecular Formula:C₂₉H₅₃NO₄Si₂
Molecular Weight:535.915
Hs Code.:

Synonyms:(2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate

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Chemical Property of (2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate

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Technology Process of (2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate

There total 8 articles about (2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate 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: 59.0%

: 1622154-05-5
(2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-5-oxopyrrolidine-1-carboxylate

: 1622154-06-6
(2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate

Guidance literature:: (2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-5-oxopyrrolidine-1-carboxylate; With borane-THF; In tetrahydrofuran; for 18h; Reflux; Inert atmosphere;

With water; In tetrahydrofuran; at 0 ℃; for 2h;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 2.5h;

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 1622154-06-6
(2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / dichloromethane / 24 h / 20 °C

2.1: dmap / acetonitrile / 16 h / 20 °C

3.1: lithium hexamethyldisilazane; Phenylselenyl chloride / tetrahydrofuran / -78 °C

3.2: 0 - 20 °C

4.1: tert.-butyl lithium / diethyl ether / 0.58 h / -78 °C / Inert atmosphere

4.2: 1.92 h / -78 - -42 °C / Inert atmosphere

5.1: borane-THF / tetrahydrofuran / 18 h / Reflux; Inert atmosphere

5.2: 2 h / 0 °C

5.3: 2.5 h / 0 - 20 °C

With 1H-imidazole; dmap; Phenylselenyl chloride; borane-THF; tert.-butyl lithium; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

Reference yield:

: 87736-74-1
4-(tert-butyldimethylsiloxymethyl)bromobenzene

: 1622154-06-6
(2S,3R)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tert.-butyl lithium / diethyl ether / 0.58 h / -78 °C / Inert atmosphere

1.2: 1.92 h / -78 - -42 °C / Inert atmosphere

2.1: borane-THF / tetrahydrofuran / 18 h / Reflux; Inert atmosphere

2.2: 2 h / 0 °C

2.3: 2.5 h / 0 - 20 °C

With borane-THF; tert.-butyl lithium; In tetrahydrofuran; diethyl ether;