4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

Base Information

Chemical Name:4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate
CAS No.:1541175-33-0
Molecular Formula:C₂₆H₃₀N₆O₇S
Molecular Weight:570.626
Hs Code.:

Synonyms:4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

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Chemical Property of 4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

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Technology Process of 4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

There total 10 articles about 4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)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: 98.0%

: 1541175-32-9
(2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxylic acid

: 441330-36-5
(S)-4-(2-amino-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

: 1541175-33-0
4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

Guidance literature:: (2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxylic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h; Inert atmosphere;

(S)-4-(2-amino-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1039/c3ob42332h

Reference yield: 92.0%

: 4-((2S)-3-methoxy-2-((2S,4S)-4-((methylsulfonyl)oxy)-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

: 1541175-33-0
4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 80 ℃;
DOI:10.1039/c3ob42332h

Reference yield:

: 1192-63-8
1-pyrrolidinecarbonyl chloride

: 1541175-33-0
4-((2S)-2-((2S,4R)-4-azido-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)-3-methoxy-3-oxopropyl)phenyl pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / acetonitrile / 0.75 h / 100 °C / Microwave irradiation

2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h

3.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob42332h