Sodium borohydride → HCID 13536265, compound

HRID 1735733Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][C:9](=[O:12])[C:8]([CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][N:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:22][CH2:21]3)([C:13]([O:15][CH3:16])=[O:14])[S:7][C:6]=2[CH:32]=1.[BH4-].[Na+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][CH:9]([OH:12])[C:8]([CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][N:23]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH2:22][CH2:21]3)([C:13]([O:15][CH3:16])=[O:14])[S:7][C:6]=2[CH:32]=1

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 13536258HCID 13536258, compound

Product 1

HCID 13536265HCID 13536265, compound

Procedure

In the same manner as in Reference Example 12, methyl 7-chloro-3-oxo-4-[3-(4-phenylpiperazin-1-yl)propyl]-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate was reduced with sodium borohydride to give cis-isomer and trans-isomer of methyl 7-chloro-3-hydroxy-4-[3-(4-phenylpiperazin-1-yl)propyl]-3,4-dihydro-2H-1,5-benzoxathiepine-4-carboxylate. Trans-isomer

Sources & evidence

ORD record: ord-f371ad4851e8415b99d42ada6f8544a4
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05538974

Reaction notes

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