(+/-)-4-(Benzyloxymethyl)-5-(2-chlorophenyl)-2,2-dimethyl-1,3-dioxolane → ((4S,5R)-5-(2-chlorophenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

HRID 1506991Notes

Reaction equation

HRID 1506991 reaction equation
C([O:8][CH2:9][C@H:10]1[C@@H:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[O:13][C:12]([CH3:23])([CH3:22])[O:11]1)C1C=CC=CC=1.C(OCC1C(C2C=CC=CC=2Cl)OC(C)(C)O1)C1C=CC=CC=1>>[Cl:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C@H:14]1[O:13][C:12]([CH3:22])([CH3:23])[O:11][C@H:10]1[CH2:9][OH:8]

Participants

3

Reactant 2

HCID 90027002(+/-)-4-(Benzyloxymethyl)-5-(2-chlorophenyl)-2,2-dimethyl-1,3-dioxolaneHCID 118379134(4S,5R)-4-(benzyloxymethyl)-5-(2-chlorophenyl)-2,2-dimethyl-1,3-dioxolane

Product 1

HCID 118151846((4S,5R)-5-(2-chlorophenyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanolYield 95%

Procedure

The substantially same method as described in Example 372 was conducted, except that ((4S,5R)-4-(benzyloxymethyl)-5-(2-chlorophenyl)-2,2-dimethyl-1,3-dioxolane (Preparation example 376) was used instead of that (±)-4-(benzyloxymethyl)-5-(2-chlorophenyl)-2,2-dimethyl-1,3-dioxolane (Preparation example 371), to obtain the title compound (0.58 g, 95%).

Sources & evidence

ORD record
ord-c5810e248fb84b3c8b0e1e05496981c4
Source dataset
uspto-grants-2015_12
Patent number
US09221783B2

Reaction notes

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