((S)-2-Benzhydrylpyrrolidin-1-yl)((2S,4R)-4-hydroxypyrrolidin-2-yl)-methanone

Base Information

• Chemical Name: ((S)-2-Benzhydrylpyrrolidin-1-yl)((2S,4R)-4-hydroxypyrrolidin-2-yl)-methanone
• CAS No.: 915205-77-5
• Molecular Formula: C₂₂H₂₆N₂O₂
• Molecular Weight: 350.461
• DSSTox Substance ID: DTXSID701129587
• Nikkaji Number: J2.369.716E
• Mol file: 915205-77-5.mol

Synonyms:915205-77-5;((S)-2-Benzhydrylpyrrolidin-1-yl)((2S,4R)-4-hydroxypyrrolidin-2-yl)-methanone;[(2S)-2-(Diphenylmethyl)pyrrolidin-1-yl][(2S,4R)-4-hydroxypyrrolidin-2-yl]methanone;((S)-2-Benzhydrylpyrrolidin-1-yl)((2S,4R)-4-hydroxypyrrolidin-2-yl)methanone;Methanone,[(2S)-2-(diphenylmethyl)-1-pyrrolidinyl][(2S,4R)-4-hydroxy-2-pyrrolidinyl]-OTHER CA INDEX NAMES:Pyrrolidine,2-(diphenylmethyl)-1-[[(2S,4R)-4-hydroxy-2-pyrrolidinyl]carbonyl]-, (2S)-;SCHEMBL15481302;DTXSID701129587;[(2S)-2-benzhydrylpyrrolidin-1-yl]-[(2S,4R)-4-hydroxypyrrolidin-2-yl]methanone;CS-0104796;(3R,5S)-5-[[(2S)-2-(Diphenylmethyl)pyrrolizino]carbonyl]pyrrolidine-3-ol;[(2S)-2-(Diphenylmethyl)-1-pyrrolidinyl][(2S,4R)-4-hydroxy-2-pyrrolidinyl]methanone;((S)-2-Benzhydrylpyrrolidin-1-yl)((2S,4R)-4-hydroxypyrrolidin-2-yl)-methanone, 99% (HPLC)

Chemical Property of ((S)-2-Benzhydrylpyrrolidin-1-yl)((2S,4R)-4-hydroxypyrrolidin-2-yl)-methanone

Chemical Property:

• PSA: 52.57000
• LogP: 2.79900
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 350.199428076
• Heavy Atom Count: 26
• Complexity: 453

Purity/Quality:

99% ^*data from raw suppliers

((S)-2-BENZHYDRYLPYRROLIDIN-1-YL)((2S,4R)-4-HYDROXYPYRROLIDIN-2-YL)-METHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C2CC(CN2)O)C(C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)[C@@H]2C[C@H](CN2)O)C(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of ((S)-2-Benzhydrylpyrrolidin-1-yl)((2S,4R)-4-hydroxypyrrolidin-2-yl)-methanone

There total 3 articles about ((S)-2-Benzhydrylpyrrolidin-1-yl)((2S,4R)-4-hydroxypyrrolidin-2-yl)-methanone 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:

(2S,4R)-2-((S)-2-Benzhydryl-pyrrolidine-1-carbonyl)-4-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester → (2S,4R)-2-[(S)-2-Ph2CH-pyrrolidinocarbonyl]-4-OH-pyrrolidine (915205-77-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; under 760 Torr;

DOI:10.1002/anie.200602207

Reference yield:

(S)-2-(diphenylmethyl)pyrrolidine (22348-31-8,119237-64-8) → (2S,4R)-2-[(S)-2-Ph2CH-pyrrolidinocarbonyl]-4-OH-pyrrolidine (915205-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N; bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 0 °C

2: 5.0 g / H₂ / Pd/C / ethyl acetate / 20 °C / 760 Torr

With hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1002/anie.200602207

Reference yield:

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (13504-85-3) → (2S,4R)-2-[(S)-2-Ph2CH-pyrrolidinocarbonyl]-4-OH-pyrrolidine (915205-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N; bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 0 °C

2: 5.0 g / H₂ / Pd/C / ethyl acetate / 20 °C / 760 Torr

With hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1002/anie.200602207

upstream raw materials:

(S)-2-(diphenylmethyl)pyrrolidine

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid