Dichloromethane → Ammonia

HRID 916058Notes

Reaction equation

HRID 916058 reaction equation
[Si]([O:8][C@H:9]([C:33]1[CH:38]=[CH:37][C:36]([OH:39])=[C:35]([CH2:40][OH:41])[CH:34]=1)[CH2:10][NH:11][C@H:12]([CH3:32])[CH2:13][C:14]1[CH:15]=[C:16]([CH2:20][C:21]([NH:23][C@@H:24]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH3:25])=[O:22])[CH:17]=[CH:18][CH:19]=1)(C(C)(C)C)(C)C.ClCCl>CO>[NH3:11].[OH:8][C@H:9]([C:33]1[CH:38]=[CH:37][C:36]([OH:39])=[C:35]([CH2:40][OH:41])[CH:34]=1)[CH2:10][NH:11][C@H:12]([CH3:32])[CH2:13][C:14]1[CH:15]=[C:16]([CH2:20][C:21]([NH:23][C@@H:24]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH3:25])=[O:22])[CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 58959769HCID 58959769, compound

Product 2

HCID 222AmmoniaHCID 58959760HCID 58959760, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared from 2-{3-[(2R)-2-({(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)propyl]phenyl}-N-[(1R)-1 -phenylethyl]acetamide (Preparation 21) according to the method for example 3 using dichloromethane:methanol: 880 ammonia (90:10:1 by volume) as the column eluent to give the title compound as a white foam.

Sources & evidence

ORD record
ord-62ffc433d6fb4e7ca95fdf59a06b4f36
Source dataset
uspto-grants-2007_09
Patent number
US07268147B2

Reaction notes

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