Dichloromethane → rel-(1S,2R)-1,2-bis(3'-Benzyloxy-4'-methoxyphenyl)-2-[(2",2"-dimethoxyethyl)-methyl-amino]ethanol

HRID 327335Notes

Reaction equation

HRID 327335 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C@@H:17]2[O:35][C@H:18]2C2C=CC(OC)=C(OCC3C=CC=CC=3)C=2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClCCl.[CH3:39][O:40][CH:41]([O:45][CH3:46])[CH2:42][NH:43][CH3:44]>CC(O)CC>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C@H:17]([OH:35])[C@@H:18]([C:11]2[CH:12]=[CH:13][C:14]([O:15][CH3:16])=[C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH:10]=2)[N:43]([CH2:42][CH:41]([O:45][CH3:46])[O:40][CH3:39])[CH3:44])[CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 85032,2-DimethoxyethylmethylamineHCID 22849458rel-(S,S)-3,3'-dibenzyloxy-4,4'-dimethoxystilbene oxide

Product 1

HCID 11813953rel-(1S,2R)-1,2-bis(3'-Benzyloxy-4'-methoxyphenyl)-2-[(2",2"-dimethoxyethyl)-methyl-amino]ethanol

Reagents, catalysts & solvents 1

HCID 6568(+-)-2-ButanolSolvent

Procedure

Mixture: 51.7 g (0.11 mol) of rel-(S,S)-3,3'-dibenzyloxy-4,4'-dimethoxystilbene oxide, 1800 ml of dichloromethane, 100 ml of 2-butanol, 25 ml (0.19 mol) of methylaminoacetaldehyde dimethyl acetal, 5 g of silica gel

Sources & evidence

ORD record
ord-b3004aa37dd04692baa37e139de32f93
Source dataset
uspto-grants-1993_12
Patent number
US05272270

Reaction notes

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