benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)pyrrolidine-1-carboxylate
CAS No.:857651-27-5
Molecular Formula:C₂₂H₂₇NO₄
Molecular Weight:369.461
Hs Code.:

Synonyms:benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)pyrrolidine-1-carboxylate

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Chemical Property of benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)pyrrolidine-1-carboxylate

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Technology Process of benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)pyrrolidine-1-carboxylate

There total 4 articles about benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)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%

: methyl magnesium ⁽¹⁺⁾; bromide

: 113491-46-6
(2S,4R)-2-methyl 1-benzyl-4-(benzyloxy)pyrrolidine-1,2-dicarboxylate

: 857651-27-5
benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)pyrrolidine-1-carboxylate

Guidance literature:: methyl magnesium ⁽¹⁺⁾; bromide; (2S,4R)-2-methyl 1-benzyl-4-(benzyloxy)pyrrolidine-1,2-dicarboxylate; In tetrahydrofuran; at 0 ℃; for 12h;

With ammonium chloride; In tetrahydrofuran; water; at 20 ℃;

Reference yield: 59.0%

: 75-16-1
methylmagnesium bromide

: 113491-46-6
(2S,4R)-2-methyl 1-benzyl-4-(benzyloxy)pyrrolidine-1,2-dicarboxylate

: 857651-27-5
benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)pyrrolidine-1-carboxylate

Guidance literature:: methylmagnesium bromide; (2S,4R)-2-methyl 1-benzyl-4-(benzyloxy)pyrrolidine-1,2-dicarboxylate; In tetrahydrofuran; at 0 ℃; for 12h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; at 20 ℃;

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 857651-27-5
benzyl (2S,4R)-4-(benzyloxy)-2-(1-hydroxy-1-methylethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 20 °C

2.1: tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C

3.1: tetrahydrofuran / 12 h / 0 °C / Inert atmosphere

3.2: 20 °C

With triethylamine; In tetrahydrofuran; mineral oil;