Hydrochloric Acid → HCID 69744554, compound

HRID 1063891Notes

Reaction equation

HRID 1063891 reaction equation
C[C@H](N)C1C=CC=CC=1.[Br:10][C:11]1[S:15][C:14]([C@:16]2([CH2:42][C:43]([OH:45])=[O:44])[S:22](=[O:24])(=[O:23])[CH2:21][CH2:20][N:19]([C:25]([O:27][CH2:28][CH:29]3[C:41]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[C:35]4[C:30]3=[CH:31][CH:32]=[CH:33][CH:34]=4)=[O:26])[CH2:18][CH2:17]2)=[CH:13][CH:12]=1.Cl>C(OCC)(=O)C>[Br:10][C:11]1[S:15][C:14]([C@:16]2([CH2:42][C:43]([OH:45])=[O:44])[S:22](=[O:24])(=[O:23])[CH2:21][CH2:20][N:19]([C:25]([O:27][CH2:28][CH:29]3[C:41]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[C:35]4[C:30]3=[CH:31][CH:32]=[CH:33][CH:34]=4)=[O:26])[CH2:18][CH2:17]2)=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86588732HCID 86588732, compound

Product 1

HCID 69744554HCID 69744554, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of 2-[(S)-7-(5-bromo-2-thienyl)-4-(9-fluorenylmethoxycarbonyl)-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetic acid (S)-(−)-α-methylbenzylamine salt (18.0 g) in ethyl acetate (500 ml) was added 1M hydrochloric acid (500 ml) at room temperature. After being stirred for 20 minutes, an organic layer was separated and washed successively with 5% hydrochloric acid and brine, dried over magnesium sulfate, and concentrated in vacuo to give 2-[(S)-7-(5-bromo-2-thienyl)-4-(9-fluorenylmethoxycarbonyl)-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetic acid (14.6 g) as an amorphous powder.

Workup

  1. customan organic layer was separated
  2. washwashed successively with 5% hydrochloric acid and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-49026aef604d4e76b462fd5795754ab5
Source dataset
uspto-grants-2005_11
Patent number
US06967197B2

Reaction notes

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