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

Base Information

• Chemical Name: [(2S,3S)-1-Benzoyl-2-hydroxymethyl-4-(2-methoxy-phenyl)-2,3-dihydro-1H-pyrrol-3-yl]-acetic acid tert-butyl ester
• CAS No.: 182502-43-8
• Molecular Formula: C₂₅H₂₉NO₅
• Molecular Weight: 423.509
• Mol file: 182502-43-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 1 articles about [(2S,3S)-1-Benzoyl-2-hydroxymethyl-4-(2-methoxy-phenyl)-2,3-dihydro-1H-pyrrol-3-yl]-acetic acid tert-butyl 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: 80.0%

(2S,3S)-N-benzoyl-2-methoxycarbonyl-3-tert-butoxycarbonylmethyl-4-(2-methoxyphenyl)-<4,5>-dehydropyrrolidine (169774-67-8) → [(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)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 24h; Ambient temperature;

DOI:10.1016/0040-4039(96)01522-5 DOI:10.1016/S0040-4020(97)00192-0

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

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / H₂ / Pd black / ethyl acetate / 48 h / 760 Torr / Ambient temperature

2: 1.) RuCl₃*3H₂O, NaIO₄ / 1.) H₂O, CH₃CN, CCl₄, 24 h, 2.) CH₂Cl₂, ether, room temperature, 30 min.

With ruthenium trichloride; sodium periodate; hydrogen; palladium; In ethyl acetate;

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

upstream raw materials:

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

Downstream raw materials:

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