pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)ester

Base Information

• Chemical Name: pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)ester
• CAS No.: 1333536-68-7
• Molecular Formula: C₆₃H₇₁Cl₃N₂O₁₀S
• Molecular Weight: 1154.69
• Mol file: 1333536-68-7.mol

Synonyms:pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)ester

Chemical Property of pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)ester

There total 28 articles about pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)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: 87.0%

pyrrolidine-1,2-dicarboxylic acid (2S)-2-[(1S,3S,5S,6S)-1-tert-butyl-6-carboxy-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl]ester 1-(9H-fluoren-9-ylmethyl)ester (1177263-67-0) + C27H29NO2S (1333536-66-5) → pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)ester (1333536-68-7)

Guidance literature:

With 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 2.5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/jm4019965

Reference yield:

(3R,4S,6S,8S)-8-(4-methoxybenzyloxy)-3,6,9,9-tetramethyldec-1-en-4-ol (676324-80-4) → pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)ester (1333536-68-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap / dichloromethane; pyridine / 1 h / 0 °C / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 20 °C / Inert atmosphere

2.3: 3 h / 10 - 20 °C / Inert atmosphere

3.1: Oxone; sodium hydrogencarbonate; osmium(VIII) oxide / N,N-dimethyl-formamide; tert-butyl alcohol / 15 h / 20 °C / Inert atmosphere

3.2: 5 h / 20 °C

4.1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

With dmap; Oxone; osmium(VIII) oxide; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm4019965

Reference yield:

pyrrolidine-1,2-dicarboxylic acid (2S)-2-[(3R,4S,6S,8S)-8-tert-butyl-4-(2,2,2-trichloroethoxycarbonyloxy)-3,6-dimethyloct-1-en-8-yl]ester 1-(9H-fluoren-9-ylmethyl)ester (1177263-66-9) → pyrrolidine-1,2-dicarboxylic acid (2S)-2-{(1S,3S,5S,6S)-6-[(1S)-3-allyloxycarbonyl-1-[(triphenylmethylthio)methyl]propylcarbamoyl]-1-tert-butyl-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl}ester 1-(9H-fluoren-9-ylmethyl)ester (1333536-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Oxone; sodium hydrogencarbonate; osmium(VIII) oxide / N,N-dimethyl-formamide; tert-butyl alcohol / 15 h / 20 °C / Inert atmosphere

1.2: 5 h / 20 °C

2.1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

With Oxone; osmium(VIII) oxide; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm4019965

upstream raw materials:

pyrrolidine-1,2-dicarboxylic acid (2S)-2-[(1S,3S,5S,6S)-1-tert-butyl-6-carboxy-5-(2,2,2-trichloroethoxycarbonyloxy)-3-methylhept-1-yl]ester 1-(9H-fluoren-9-ylmethyl)ester

C₂₇H₂₉NO₂S

(3R,4S,6S,8S)-8-(4-methoxybenzyloxy)-3,6,9,9-tetramethyldec-1-en-4-ol

(3R,4S,6S,8S)-8-(4-methoxybenzyloxy)-3,6,9,9-tetramethyldec-1-en-4-yl 2,2,2-trichloroethyl carbonate

Downstream raw materials:

C₆₂H₈₅N₅O₁₁S