Sodium borohydride → HCID 42636429, compound

HRID 1092450Notes

Reaction equation

HRID 1092450 reaction equation
C([O:4][C@H:5]1[C@H:10]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([C:25](=[O:27])[CH3:26])=[CH:21][CH:20]=3)[CH:12]=2)[C@@H:9]([O:28]C(=O)C)[C@H:8]([CH2:32][O:33]C(=O)C)[C@@H:7]([O:37]C(=O)C)[C@@H:6]1[O:41]C(=O)C)(=O)C.[BH4-].[Na+]>>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C@@H:10]2[C@@H:9]([OH:28])[C@H:8]([CH2:32][OH:33])[C@@H:7]([OH:37])[C@H:6]([OH:41])[C@H:5]2[OH:4])=[CH:12][C:13]=1[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([CH:25]([OH:27])[CH3:26])=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 57741110HCID 57741110, compound

Product 1

HCID 42636429HCID 42636429, compound

Procedure

Compound 40 was prepared by reduction of (1S,2R,3R,4S,5R,6R)-4-(acetoxymethyl)-6-(3-(4-acetylbenzyl)-4-chlorophenyl)cyclohexane-1,2,3,5-tetrayl tetraacetate (38) with excess sodium borohydride and purification by preparative HPLC to give 0.6 mg of a clear film. MS (ESI+): 445 [M+Na]+, (ESI−): 467 [M+HCOO]−.

Workup

  1. customto give 0.6 mg of a clear film

Sources & evidence

ORD record
ord-e1bd47f0d9344daab7d4a46a46e86724
Source dataset
uspto-grants-2012_03
Patent number
US08129434B2

Reaction notes

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