Carbon Dioxide → HCID 11208658, compound

HRID 546333Notes

Reaction equation

HRID 546333 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C@H:4]([NH:18][C:19](=[O:21])[CH3:20])[CH:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(Cl)(Cl)Cl.C(=O)=O>CO>[C:19]([NH:18][C:4](=[C:5]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:3]([O:2][CH3:1])=[O:22])(=[O:21])[CH3:20]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 6212ChloroformHCID 67199471HCID 67199471, compound

Product 1

HCID 11208658HCID 11208658, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(R)-2-Acetylamino-3,3-diphenylpropionic acid methyl ester, reaction time 6 h, conversion 100%. [α]D25-101.6 (c=1.02, CHCl3). ee 80.7% (SFC, 2× Chiralpak AD-H columns, 10% methanol, 3000 psi CO2, 35° C., flow rate 3 ml/minute, retention times R 5.2 minutes, S 10.1 minutes). Comparative examples have been disclosed by Boulton (Boulton, L. T., WO 2006127273).

Sources & evidence

ORD record
ord-f3fa9e88badb4a92bb78941d66afff26
Source dataset
uspto-grants-2011_05
Patent number
US07935841B2

Reaction notes

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