Acetyl chloride → HCID 70456391, compound

HRID 1284950Notes

Reaction equation

[CH2:1]([O:3][C:4]([C@@H:6]([NH:22][C@@H:23]1[C:29](=[O:30])[N:28]([CH2:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C:27]2[CH:39]=[CH:40][CH:41]=[CH:42][C:26]=2[S:25][CH2:24]1)[CH2:7][CH2:8][CH2:9][CH2:10][N:11]1C(=O)C2=CC=CC=[C:13]2[C:12]1=[O:21])=[O:5])[CH3:2].NN.C(Cl)(=O)C>>[C:12]([NH:11][CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]([NH:22][C@@H:23]1[C:29](=[O:30])[N:28]([CH2:31][C:32]([O:34][C:35]([CH3:36])([CH3:37])[CH3:38])=[O:33])[C:27]2[CH:39]=[CH:40][CH:41]=[CH:42][C:26]=2[S:25][CH2:24]1)[C:4]([O:3][CH2:1][CH3:2])=[O:5])(=[O:21])[CH3:13]

Participants

Reactant 3

HCID 6367Acetyl chloride

HCID 9321Hydrazine

HCID 13454667HCID 13454667, compound

Product 1

HCID 70456391HCID 70456391, compound

Procedure

A half g of tert-butyl 3(R)-[1(S)-ethoxycarbonyl-5-phthalimidopentyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate is treated with hydrazine in a manner similar to that described in Reference Example 44, and then reacted with acetyl chloride to give tert-butyl 3(R)-[5-acetylamino-1(S)-ethoxycarbonylpentyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate (0.25 g) as a colorless oil.

Sources & evidence

ORD record: ord-931f637a9eed4f9ba6030eebcbb33373
Source dataset: uspto-grants-1986_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04564612

Reaction notes

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