Benzoyl chloride → HCID 73058102, compound

HRID 1055436Notes

Reaction equation

C(OC(=O)[N:7]([C@H:9]([C:11](=[O:37])[NH:12][C@H:13]1[CH2:19][S:18][C:17]2[C:20]([NH2:24])=[CH:21][CH:22]=[CH:23][C:16]=2[N:15]([CH2:25][C:26]2[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=[CH:28][CH:27]=2)[C:14]1=[O:36])[CH3:10])[CH3:8])(C)(C)C.[C:39]([Cl:47])(=[O:46])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>>[ClH:47].[CH3:8][NH:7][C@@H:9]([CH3:10])[C:11]([NH:12][C@H:13]1[CH2:19][S:18][C:17]2[C:20]([NH:24][C:39](=[O:46])[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[CH:21][CH:22]=[CH:23][C:16]=2[N:15]([CH2:25][C:26]2[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=[CH:28][CH:27]=2)[C:14]1=[O:36])=[O:37]

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 90037471HCID 90037471, compound

Product 1

HCID 73058102HCID 73058102, compound

Procedure

In a similar manner to that described for Example 22, [(S)-1-((R)-9-amino-5-naphthalen-1-ylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylcarbamoyl)-ethyl]-methyl-carbamic acid tert-butyl ester and benzoyl chloride were converted to the title compound. MS m/z 539 (MH+)

Sources & evidence

ORD record: ord-05af66fdfa424333849c917c637b0c2d
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09394263B2

Reaction notes

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