(3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol

Base Information

• Chemical Name: (3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol
• CAS No.: 330583-67-0
• Molecular Formula: C₁₄H₂₂N₂O
• Molecular Weight: 234.341
• Mol file: 330583-67-0.mol

Synonyms:(3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol

Chemical Property of (3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol

There total 3 articles about (3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol 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: 89.0%

(2S,4R)-2-(Benzyl-methyl-carbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (330583-66-9) → (3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol (330583-67-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Heating;

DOI:10.1021/jo0013610

Reference yield:

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid (13726-69-7,946610-68-0) → (3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol (330583-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / HOBt; DCC / CH₂Cl₂ / 6 h / 0 - 20 °C

2: 89 percent / LiAlH₄ / tetrahydrofuran / 5 h / Heating

With lithium aluminium tetrahydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo0013610

Reference yield:

benzyl-methyl-amine (103-67-3) → (3R,5S)-5-[(Benzyl-methyl-amino)-methyl]-1-methyl-pyrrolidin-3-ol (330583-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / HOBt; DCC / CH₂Cl₂ / 6 h / 0 - 20 °C

2: 89 percent / LiAlH₄ / tetrahydrofuran / 5 h / Heating

With lithium aluminium tetrahydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo0013610

upstream raw materials:

(2S,4R)-2-(Benzyl-methyl-carbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

benzyl-methyl-amine

Downstream raw materials:

((2S,4R)-4-Allyloxy-1-methyl-pyrrolidin-2-ylmethyl)-benzyl-methyl-amine