(R)-(+)-N-Carbomethoxy-alpha,alpha-diphenyl-2-pyrrolidinemethanol

Base Information

• Chemical Name: (R)-(+)-N-Carbomethoxy-alpha,alpha-diphenyl-2-pyrrolidinemethanol
• CAS No.: 352535-69-4
• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.381
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID801176686
• Mol file: 352535-69-4.mol

Synonyms:352535-69-4;(R)-(+)-N-Carbomethoxy-alpha,alpha-diphenyl-2-pyrrolidinemethanol;methyl (2R)-2-[hydroxy(diphenyl)methyl]pyrrolidine-1-carboxylate;DTXSID801176686;Methyl (2R)-2-(hydroxydiphenylmethyl)-1-pyrrolidinecarboxylate;Methyl (2R)-(+)-2-(hydroxydiphenylmethyl)-1-pyrrolidinecarboxylate;(R)-(+)-N-Carbomethoxy-alpha,alpha-diphen yl-2-pyrrolidinemethanol,98%

Chemical Property of (R)-(+)-N-Carbomethoxy-alpha,alpha-diphenyl-2-pyrrolidinemethanol

Chemical Property:

• Melting Point: 158-162 °C(lit.)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 311.15214353
• Heavy Atom Count: 23
• Complexity: 381

Purity/Quality:

99%min ^*data from raw suppliers

METHYL (2R) Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)N1CCCC1C(C2=CC=CC=C2)(C3=CC=CC=C3)O
• Isomeric SMILES: COC(=O)N1CCC[C@@H]1C(C2=CC=CC=C2)(C3=CC=CC=C3)O

Technology Process of (R)-(+)-N-Carbomethoxy-alpha,alpha-diphenyl-2-pyrrolidinemethanol

There total 4 articles about (R)-(+)-N-Carbomethoxy-alpha,alpha-diphenyl-2-pyrrolidinemethanol 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: 90.0%

(S)-diphenylprolinol (22348-32-9,63401-04-7,112022-88-5,112068-01-6) + methyl chloroformate (79-22-1) → methyl (S)-(-)-2-(hydroxy(diphenyl)methyl)-1-pyrrolidine carboxylate (352535-68-3,160424-38-4,352535-69-4)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃;

DOI:10.1021/ol026327h

Reference yield:

phenylmagnesium bromide → methyl (S)-(-)-2-(hydroxy(diphenyl)methyl)-1-pyrrolidine carboxylate (352535-68-3,160424-38-4,352535-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / Heating

2: 90 percent / KOH / methanol / 4 h / Heating

3: 90 percent / Et₃N / diethyl ether / 20 °C

With potassium hydroxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1021/ol026327h

Reference yield:

(S)-proline-N-ethyl carbamate methyl ester (77581-28-3,93423-88-2) → methyl (S)-(-)-2-(hydroxy(diphenyl)methyl)-1-pyrrolidine carboxylate (352535-68-3,160424-38-4,352535-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / Heating

2: 90 percent / KOH / methanol / 4 h / Heating

3: 90 percent / Et₃N / diethyl ether / 20 °C

With potassium hydroxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1021/ol026327h

upstream raw materials:

(S)-diphenylprolinol

methyl chloroformate

(S)-proline-N-ethyl carbamate methyl ester

ethyl (S)-(-)-2--1-pyrrolidinecarboxylate

Refernces