1-(Benzyloxycarbonyl)-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine

Base Information

• Chemical Name: 1-(Benzyloxycarbonyl)-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine
• CAS No.: 927389-50-2
• Molecular Formula: C18H26N2O4
• Molecular Weight: 334
• Mol file: 927389-50-2.mol

Synonyms:1-(Benzyloxycarbonyl)-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine

Chemical Property of 1-(Benzyloxycarbonyl)-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine

Chemical Property:

• PSA: 71.36000
• LogP: 3.45460
• Storage Temp.: 2-8°C

Purity/Quality:

95+% ^*data from raw suppliers

Benzyl3-((tert-butoxycarbonyl)amino)-3-methylpyrrolidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(Benzyloxycarbonyl)-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine

There total 3 articles about 1-(Benzyloxycarbonyl)-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine 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: 61.0%

1-((benzyloxy)carbonyl)-3-methylpyrrolidine-3-carboxylic acid (912444-75-8,1412254-20-6) + tert-butyl alcohol (75-65-0) → 1-benzyloxycarbonyl-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine (927389-50-2)

Guidance literature:

1-((benzyloxy)carbonyl)-3-methylpyrrolidine-3-carboxylic acid; tert-butyl alcohol; With diphenyl phosphoryl azide; triethylamine; for 1h; Heating; Reflux;

for 24h; sealed tube; Heating;

Reference yield:

1-benzyl 3-methyl 3-methylpyrrolidine-1,3-dicarboxylate (912444-74-7) → 1-benzyloxycarbonyl-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine (927389-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water; lithium hydroxide / ethanol / 1 h / Heating

1.2: pH 3 - 4

2.1: diphenyl phosphoryl azide; triethylamine / 1 h / Heating; Reflux

2.2: 24 h / sealed tube; Heating

With diphenyl phosphoryl azide; water; triethylamine; lithium hydroxide; In ethanol;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 1-benzyloxycarbonyl-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine (927389-50-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / tetrahydrofuran; water / 2 h / 0 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

2.2: -78 - 20 °C

3.1: water; lithium hydroxide / ethanol / 1 h / Heating

3.2: pH 3 - 4

4.1: diphenyl phosphoryl azide; triethylamine / 1 h / Heating; Reflux

4.2: 24 h / sealed tube; Heating

With diphenyl phosphoryl azide; water; potassium carbonate; triethylamine; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water;

upstream raw materials:

1-((benzyloxy)carbonyl)-3-methylpyrrolidine-3-carboxylic acid

tert-butyl alcohol

1-benzyl 3-methyl 3-methylpyrrolidine-1,3-dicarboxylate

benzyl chloroformate

Downstream raw materials:

3-tert-butoxycarbonylamino-3-methyl-pyrrolidine

Refernces