methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate

Base Information

Chemical Name:methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate
CAS No.:216311-59-0
Molecular Formula:C₁₃H₁₇NO₂
Molecular Weight:219.283
Hs Code.:

Synonyms:methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate

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Chemical Property of methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
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MSDS Files:: SDS file from LookChem

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Technology Process of methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate

There total 13 articles about methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate 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: 64.0%

: 428518-36-9
methyl (R)-(-)-1-(phenylmethyl)-5-oxo-3-pyrrolidinecarboxylate

: 216311-59-0
methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate

Guidance literature:: methyl (R)-(-)-1-(phenylmethyl)-5-oxo-3-pyrrolidinecarboxylate; With dimethylsulfide borane complex; In tetrahydrofuran; at -10 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; methanol; for 1h; Heating;
DOI:10.1016/S0957-4166(01)00523-7

Reference yield:

: 874964-22-4,198959-37-4
(R)-pyrrolidine-3-carboxylic acid methyl ester hydrochloride

: 100-39-0
benzyl bromide

: 216311-59-0
methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 25 ℃; for 2h;

Reference yield:

: (R)-2-Dibenzylamino-succinic acid dibenzyl ester

: 216311-59-0
methyl (R)-(-)-1-(phenylmethyl)-3-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: LiAlH₄ / tetrahydrofuran / 1.) 0 deg C, 14 h, 2.) room temp., 1 h

2: 1.) Et₃N, 2.) H₂ / 2.) 20percent Pd(OH)2/C / 1.) THF, -3 deg C, 1 h, 2.) EtOH, 20 min, 1010 mbar

3: Bu₄NCN / dimethylsulfoxide / 60 h / 60 - 65 °C

4: HCl, H₂O / 0.5 h / Heating

5: SOCl₂ / 1.) -50 deg C to room temp., 3 h, 2.) room temp., 11 h

With hydrogenchloride; lithium aluminium tetrahydride; thionyl chloride; water; hydrogen; tetra-n-butylammonium cyanide; triethylamine; palladium dihydroxide; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1055/s-1998-2185