(2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline

Base Information

• Chemical Name: (2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline
• CAS No.: 127852-65-7
• Molecular Formula: C₂₀H₂₁NO₃
• Molecular Weight: 323.392
• Mol file: 127852-65-7.mol

Synonyms:(2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline

Chemical Property of (2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline

There total 8 articles about (2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline 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: 77.0%

(2R,3R)-1-(Benzyloxycarbonyl)-2-<(3-methoxyphenyl)-methyl>pyrrolidin-3-yl S-Methyl Xanthate (130096-78-5) → (2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline (127852-65-7)

Guidance literature:

at 170 ℃; for 2h; under 12 Torr;

DOI:10.1021/jo00001a045

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → (2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline (127852-65-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) n-BuLi / 1) THf, hexane, -78 deg C, 30 min, 2) THF, -78 deg C, 30 min

2: Et₃SiH, CF₃COOH / 18 h / Ambient temperature

3: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

5: 77 percent / 2 h / 170 °C / 12 Torr

With triethylsilane; n-butyllithium; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo00001a045

Reference yield:

(2R,3R)-3-hydroxy-2-(4-methoxybenzyl)pyrrolidine (676449-09-5) → (2R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-pyrroline (127852-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

3: 77 percent / 2 h / 170 °C / 12 Torr

With triethylamine; In dichloromethane;

DOI:10.1021/jo00001a045

upstream raw materials:

(2R,3R)-1-(Benzyloxycarbonyl)-2-<(3-methoxyphenyl)-methyl>pyrrolidin-3-yl S-Methyl Xanthate

1-bromo-4-methoxy-benzene

(2R,3R)-1-(Benzyloxycarbonyl)-2-<(4-methoxyphenyl)-methyl>-3-hydroxypyrrolidine

(2R,3R)-3-hydroxy-2-(4-methoxybenzyl)pyrrolidine

Downstream raw materials:

(2R)-2-<(4-Methoxyphenyl)-methyl>-3-pyrroline