(S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate
CAS No.:1609689-78-2
Molecular Formula:C₁₇H₁₉BrN₄O₄
Molecular Weight:423.266
Hs Code.:

Synonyms:(S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

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Chemical Property of (S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

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Technology Process of (S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

There total 7 articles about (S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)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: 47.0%

: C₁₇H₁₈BrN₃O₅

: 1609689-78-2
(S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: With 4-methyl-morpholine; ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.bmcl.2014.04.002

Reference yield:

: 144332-74-1
(S)-1-(4-bromobenzyl)2-methyl pyrrolidine-1,2-dicarboxylate

: 1609689-78-2
(S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium hydroxide; water / methanol; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

3.1: 1,3,5-trichloro-2,4,6-triazine / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: lithium hydroxide; water / 4 h / 20 °C / Inert atmosphere

5.1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; 1,3,5-trichloro-2,4,6-triazine; water; ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.04.002

Reference yield:

: 1609689-75-9
(S)-4-bromobenzyl 2-(((S)-3-(benzyloxy)-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

: 1609689-78-2
(S)-4-bromobenzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide; water / 4 h / 20 °C / Inert atmosphere

2: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; water; ammonium chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; lithium hydroxide; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.04.002