2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 881833-41-6
• Molecular Formula: C₂₇H₂₆N₂O₄S
• Molecular Weight: 474.58
• Mol file: 881833-41-6.mol

Synonyms:2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of 2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

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Technology Process of 2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester

There total 4 articles about 2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester 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:

(R)-3-(N-Benzyloxycarbonylpyrrolidin-2-ylmethyl)-1H-indole (143321-81-7) + benzenesulfonyl chloride (98-09-9) → 2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester (881833-41-6)

Guidance literature:

(R)-3-(N-Benzyloxycarbonylpyrrolidin-2-ylmethyl)-1H-indole; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

benzenesulfonyl chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2005.05.092

Reference yield:

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-1H-indole (183180-67-8) → 2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester (881833-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiBH₄ / Heating

2.1: (Me₃Si)2NNa / tetrahydrofuran / -78 °C

2.2: tetrahydrofuran / 20 °C

With lithium borohydride; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.05.092

Reference yield:

indole (120-72-9) → 2-(1-benzenesulfonyl-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester (881833-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: EtMgBr

2.1: LiBH₄ / Heating

3.1: (Me₃Si)2NNa / tetrahydrofuran / -78 °C

3.2: tetrahydrofuran / 20 °C

With lithium borohydride; ethylmagnesium bromide; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.05.092

upstream raw materials:

(R)-3-(N-Benzyloxycarbonylpyrrolidin-2-ylmethyl)-1H-indole

benzenesulfonyl chloride

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-1H-indole

indole