1-Pyrrolidinecarboxylic acid, 2-cyano-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S-trans)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-cyano-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S-trans)-
CAS No.:152612-41-4
Molecular Formula:C₁₈H₂₄N₂O₃
Molecular Weight:316.4
Hs Code.:
DSSTox Substance ID:DTXSID901112631

Synonyms:DTXSID901112631;1-Pyrrolidinecarboxylic acid, 2-cyano-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S-trans)-;152612-41-4

Suppliers and Price of 1-Pyrrolidinecarboxylic acid, 2-cyano-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S-trans)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-cyano-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S-trans)-

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:316.17869263
Heavy Atom Count:23
Complexity:443

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)OC(=O)N1C(CCC1C#N)COCC2=CC=CC=C2
Isomeric SMILES:CC(C)(C)OC(=O)N1[C@@H](CC[C@H]1C#N)COCC2=CC=CC=C2

Technology Process of 1-Pyrrolidinecarboxylic acid, 2-cyano-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S-trans)-

There total 29 articles about 1-Pyrrolidinecarboxylic acid, 2-cyano-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2S-trans)- 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: 27.0%

: 7677-24-9
trimethylsilyl cyanide

: (R)-2-Benzyloxymethyl-5-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester

: 152612-41-4
(2S,5S)-2-Benzyloxymethyl-5-cyano-pyrrolidine-1-carboxylic acid tert-butyl ester

: 159516-83-3
(2R,5S)-2-Benzyloxymethyl-5-cyano-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(01)80643-8

Reference yield:

: 7677-24-9
trimethylsilyl cyanide

: (2S)-tert-butyl 2-(benzyloxymethyl)-5-methoxypyrrolidine-1-carboxylate

: 152612-41-4
(2S,5S)-2-Benzyloxymethyl-5-cyano-pyrrolidine-1-carboxylic acid tert-butyl ester

: 152500-23-7
(2S,5R)-5-benzyloxymetyl-1-tert-butoxycarbonyl-2-cyanopyrrolidine

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; Yield given;
DOI:10.1016/S0040-4039(00)73849-4

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 152612-41-4
(2S,5S)-2-Benzyloxymethyl-5-cyano-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / 4-dimethylaminopyridine / acetonitrile; triethylamine / 3 h / Ambient temperature

2: diisobutylaluminium hydride / hexane; tetrahydrofuran / -78 deg C, 1 h, then 0 deg C, 2 h

3: pyridinium p-toluenesulfonate / 12 h / Ambient temperature

4: NaH / paraffin; dimethylformamide / 1 h / Ambient temperature

5: 68 percent / boron trifluoride etherate / CH₂Cl₂ / 1 h / -78 °C

With dmap; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; triethylamine; N,N-dimethyl-formamide; acetonitrile; paraffin;
DOI:10.1016/S0040-4020(01)80643-8