(2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine

Base Information

• Chemical Name: (2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine
• CAS No.: 182502-50-7
• Molecular Formula: C₂₅H₃₁NO₅
• Molecular Weight: 425.525
• Mol file: 182502-50-7.mol

Synonyms:(2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine

Chemical Property of (2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine

There total 2 articles about (2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine 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: 89.0%

[(2S,3S)-1-Benzoyl-2-hydroxymethyl-4-(2-methoxy-phenyl)-2,3-dihydro-1H-pyrrol-3-yl]-acetic acid tert-butyl ester (182502-43-8) → (2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine (182502-50-7)

Guidance literature:

With hydrogen; palladium; In ethyl acetate; for 48h; under 760 Torr; Ambient temperature;

DOI:10.1016/S0040-4020(97)00192-0

Reference yield:

(2S,3S)-N-benzoyl-2-methoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)-<4,5>-dehydropyrrolidine (169774-67-8) → (2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine (182502-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaBH₄ / methanol / 24 h / Ambient temperature

2: 89 percent / H₂ / Pd black / ethyl acetate / 48 h / 760 Torr / Ambient temperature

With sodium tetrahydroborate; hydrogen; palladium; In methanol; ethyl acetate;

DOI:10.1016/S0040-4020(97)00192-0

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (2S,3S,4S)-N-benzoyl-2-hydroxymethyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine (182502-50-7) → (2R,3S,4S)-N-benzoyl-2-methoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine + (2S,3S,4S)-N-benzoyl-2-methoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)pyrrolidine

Guidance literature:

With ruthenium trichloride; sodium periodate; Yield given. Multistep reaction. Yields of byproduct given; 1.) H₂O, CH₃CN, CCl₄, 24 h, 2.) CH₂Cl₂, ether, room temperature, 30 min.;

DOI:10.1016/S0040-4020(97)00192-0

upstream raw materials:

[(2S,3S)-1-Benzoyl-2-hydroxymethyl-4-(2-methoxy-phenyl)-2,3-dihydro-1H-pyrrol-3-yl]-acetic acid tert-butyl ester

(2S,3S)-N-benzoyl-2-methoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)-<4,5>-dehydropyrrolidine