Sodium Hydroxide → HCID 22852344, compound

HRID 1609487Notes

Reaction equation

[C:1]([N:8]1[C@@H:12]([CH2:13]CC2CCCCC2)[C@H:11]([CH2:21][CH2:22][C:23]2([C:33]([O:35]CC)=[O:34])[S:28](=[O:30])(=[O:29])[CH2:27][CH2:26][CH2:25][S:24]2(=[O:32])=[O:31])[O:10][C:9]1([CH3:39])[CH3:38])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[Na+].O1[CH2:47][CH2:46]OCC1>>[C:1]([N:8]1[C@@H:12]([CH2:13][CH:47]2[CH2:46][CH2:13][CH2:12][CH2:11][CH2:21]2)[C@H:11]([CH2:21][CH2:22][C:23]2([C:33]([OH:35])=[O:34])[S:28](=[O:29])(=[O:30])[CH2:27][CH2:26][CH2:25][S:24]2(=[O:31])=[O:32])[O:10][C:9]1([CH3:39])[CH3:38])([O:3][C:4]([CH3:7])([CH3:5])[CH3:6])=[O:2]

Participants

Reactant 3

HCID 14798Sodium Hydroxide

HCID 312751,4-Dioxane

HCID 22852343HCID 22852343, compound

Product 1

HCID 22852344HCID 22852344, compound

Procedure

A mixture of 1 g of 2-[2-((4S,5S)-3-BOC-4-cyclohexylethyl-2,2-dimethyl-5-oxazolidinyl)-ethyl]-2-ethoxycarbonyl-1,3-dithiane 1,1,3,3-tetroxide, 50 ml of dioxane and 20 ml of 2 N NaOH (aqueous) is stirred at 20° for 3 h. The usual working up gives 2-[2-((4S,5S)-3-BOC-4-cyclohexylmethyl-2,2-dimethyl-5-oxazolidinyl)-ethyl]-2-carboxy-1,3-dithiane 1,1,3,3-tetroxide.

Sources & evidence

ORD record: ord-718289154a494899b3784a3bc897e370
Source dataset: uspto-grants-1995_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05401722

Reaction notes

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