N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine

Base Information

• Chemical Name: N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine
• CAS No.: 139461-55-5
• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 297.343
• Mol file: 139461-55-5.mol

Synonyms:N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine

Chemical Property of N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine

There total 2 articles about N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine 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: 91.0%

benzyl chloroformate (501-53-1,94274-21-2) + 2,2-Di(<2H3>methyl)-4,4-dimethyl-3-(hydroxymethyl)-1-pyrrolidine (139461-54-4) → N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine (139461-55-5)

Guidance literature:

With potassium carbonate; In acetonitrile; at -20 ℃; for 2.5h;

DOI:10.1021/jo00034a020

Reference yield:

5,5-bis(deuteriomethyl)-3,3-dimethyl-4-carbethoxypyrroline (139461-59-9) → N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine (139461-55-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / LiAlH₄ / diethyl ether / 1 h / Heating

2: 91 percent / K₂CO₃ / acetonitrile / 2.5 h / -20 °C

With lithium aluminium tetrahydride; potassium carbonate; In diethyl ether; acetonitrile;

DOI:10.1021/jo00034a020

Reference yield: 91.0%

N-(Benzyloxycarbonyl)-3-(hydroxymethyl)-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine (139461-55-5) → N-(Benzyloxycarbonyl)-3-formyl-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine (139493-27-9)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1021/jo00034a020

upstream raw materials:

benzyl chloroformate

2,2-Di(<2H3>methyl)-4,4-dimethyl-3-(hydroxymethyl)-1-pyrrolidine

5,5-bis(deuteriomethyl)-3,3-dimethyl-4-carbethoxypyrroline

Downstream raw materials:

N-(Benzyloxycarbonyl)-3-formyl-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine

N-(Benzyloxycarbonyl)-3-<1,2-didehydro-2-(ethoxycarbonyl)ethyl>-2,2-di(<2H3>methyl)-4,4-dimethylpyrrolidine