Sodium Hydroxide → HCID 13454594, compound

HRID 1284947Notes

Reaction equation

HRID 1284947 reaction equation
Cl.C([O:4][C:5]([C@@H:7]([NH:16][C@@H:17]1[C:23](=[O:24])[N:22]([CH2:25][C:26]([OH:28])=[O:27])[C:21]2[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=2[S:19][CH2:18]1)[CH2:8][CH2:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)=[O:6])C.[OH-].[Na+]>CO>[C:5]([C@@H:7]([NH:16][C@@H:17]1[C:23](=[O:24])[N:22]([CH2:25][C:26]([OH:28])=[O:27])[C:21]2[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=2[S:19][CH2:18]1)[CH2:8][CH2:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)([OH:6])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70456795HCID 70456795, compound

Product 1

HCID 13454594HCID 13454594, compoundYield 77.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 2 ml of methanol are dissolved 0.1 g of 3(R)-[1(S)-ethoxycarbonyl-3-cyclohexylpropyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid hydrochloride and 1.5 ml of 1N aqueous sodium hydroxide. The solution is allowed to stand at room temperature for 2 hours, concentrated to about 1 ml at a temperature of not higher than 40° C. under reduced pressure, and acidified slightly with 1N hydrochloric acid to give 0.067 g of 3(R)-[1(S)-carboxy-3-cyclohexylpropyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid as colorless prisms, m.p. 207°-210° C.

Workup

  1. concentrationconcentrated to about 1 ml at a temperature of not higher than 40° C. under reduced pressure

Sources & evidence

ORD record
ord-c979a1cac4ed4d05aaf2fcc2c123ea12
Source dataset
uspto-grants-1986_01
Patent number
US04564612

Reaction notes

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