Hydrochloric Acid → HCID 18610521, compound

HRID 256008Notes

Reaction equation

HRID 256008 reaction equation
C([O:3][C:4]([C@@H:6]([NH:15][C@H:16]1[CH2:22][S:21][CH2:20][C@@H:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:18]([CH2:29][C:30]([OH:32])=[O:31])[C:17]1=[O:33])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])C.Cl>[OH-].[Na+]>[C:4]([C@H:6]([NH:15][C@H:16]1[CH2:22][S:21][CH2:20][C@@H:19]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:18]([CH2:29][C:30]([OH:32])=[O:31])[C:17]1=[O:33])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13877932HCID 13877932, compound

Product 1

HCID 18610521HCID 18610521, compoundYield 43.8%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

170 mg of α-{6(R)-[(R)-ethoxycarbonyl-3-phenylpropylamino]-5-oxo-3(R)-phenylperhydro-1,4-thiazepin-4-yl}acetic acid (prepared as described in Example 4) were dissolved in 0.8 ml of a 1% w/v aqueous solution of sodium hydroxide, and the resulting solution was allowed to stand for 18 hours at room temperature. 0.8 ml of 1N hydrochloric acid was added dropwise to this reaction product, and the pH of the mixture was adjusted to the value of 2.0. The title compound was precipitated as a powder following the dropwise addition; this was separated and washed with a small amount of water and ethyl acetate, to yield 70 mg of the title compound.

Workup

  1. customThe title compound was precipitated as a powder
  2. additionthe dropwise addition
  3. customthis was separated
  4. washwashed with a small amount of water and ethyl acetate

Sources & evidence

ORD record
ord-534acd82744545d48cc820d5c1ce3036
Source dataset
uspto-grants-1987_10
Patent number
US04699905

Reaction notes

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