(2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)pyrrolidine

Base Information

Chemical Name:(2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)pyrrolidine
CAS No.:1345203-37-3
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

Synonyms:(2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)pyrrolidine

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Chemical Property of (2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)pyrrolidine

Chemical Property:

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Technology Process of (2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)pyrrolidine

There total 4 articles about (2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)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:

: C₁₈H₂₃NO₅

: 1345203-37-3
(2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)pyrrolidine

Guidance literature:: With hydrogenchloride; water; In tetrahydrofuran; for 1h;
DOI:10.1016/j.tet.2011.08.099

Reference yield:

: 176739-83-6
(2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methylpyrrolidine-2-carboxylic acid

: 1345203-37-3
(2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: dicyclohexyl-carbodiimide / tetrahydrofuran / 20 h / -15 °C

2.1: sodium tetrahydroborate / tetrahydrofuran / 5 h

3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.5 h / Inert atmosphere; Molecular sieve

4.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / -15 °C / Inert atmosphere

4.2: 2 h / -15 - 20 °C / Inert atmosphere

5.1: hydrogenchloride; water / tetrahydrofuran / 1 h

With hydrogenchloride; sodium tetrahydroborate; tetrapropylammonium perruthennate; potassium tert-butylate; water; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 4.1: Wittig reaction / 4.2: Wittig reaction;
DOI:10.1016/j.tet.2011.08.099

Reference yield:

: 175793-12-1
(2S,4R)-1-benzyloxycarbonyl-2-tert-butoxycarbonyl-4-methoxycarbonyl-4-methylpyrrolidine

: 1345203-37-3
(2S,4R)-1-benzyloxycarbonyl-4-methoxycarbonyl-4-methyl-2-(2-oxoethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / 1 h / 0 °C

2.1: dicyclohexyl-carbodiimide / tetrahydrofuran / 20 h / -15 °C

3.1: sodium tetrahydroborate / tetrahydrofuran / 5 h

4.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.5 h / Inert atmosphere; Molecular sieve

5.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / -15 °C / Inert atmosphere

5.2: 2 h / -15 - 20 °C / Inert atmosphere

6.1: hydrogenchloride; water / tetrahydrofuran / 1 h

With hydrogenchloride; sodium tetrahydroborate; tetrapropylammonium perruthennate; potassium tert-butylate; water; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 5.1: Wittig reaction / 5.2: Wittig reaction;
DOI:10.1016/j.tet.2011.08.099