(3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine

Base Information

• Chemical Name: (3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine
• CAS No.: 220358-48-5
• Molecular Formula: C₁₅H₁₈BrNO₄
• Molecular Weight: 356.216
• Mol file: 220358-48-5.mol

Synonyms:(3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine

Chemical Property of (3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine

There total 3 articles about (3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine 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: 89.2%

acetyl chloride (75-36-5) + (3S,4S)-N-(o-bromobenzyl)pyrrolidine-3,4-diol (220358-42-9) → (3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine (220358-48-5)

Guidance literature:

With triethylamine; In dichloromethane; for 5h; Ambient temperature;

Reference yield:

2-bromobenzylamine (3959-05-5) → (3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine (220358-48-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / o-xylene / 4 h / Heating

2: 87 percent / BH₃*THF / tetrahydrofuran / 0 deg C, 8 min; reflux, 7 h

3: 89.2 percent / Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

With borane-THF; triethylamine; In tetrahydrofuran; dichloromethane; o-xylene;

Reference yield:

(3R,4R)-1-(2-Bromo-benzyl)-3,4-dihydroxy-pyrrolidine-2,5-dione → (3S,4S)-N-(o-bromobenzyl)-3,4-diacetoxypyrrolidine (220358-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / BH₃*THF / tetrahydrofuran / 0 deg C, 8 min; reflux, 7 h

2: 89.2 percent / Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

With borane-THF; triethylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

acetyl chloride

(3S,4S)-N-(o-bromobenzyl)pyrrolidine-3,4-diol

2-bromobenzylamine

Downstream raw materials:

1-benzyl-1H-pyrrole

N-(1-hydroxy-1-benzyl)pyrrole

Refernces