Trifluoroacetic acid → HCID 18610526, compound

HRID 256038Notes

Reaction equation

[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@H:16]1[CH2:22][S:21][CH2:20][C@@H:19]([CH3:23])[N:18]([CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])[C:17]1=[O:32])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2].FC(F)(F)C(O)=O>>[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@H:16]1[CH2:22][S:21][CH2:20][C@@H:19]([CH3:23])[N:18]([CH2:24][C:25]([OH:27])=[O:26])[C:17]1=[O:32])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 18610543HCID 18610543, compound

Product 1

HCID 18610526HCID 18610526, compoundYield 92.7%

Procedure

0.41 g of t-butyl α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-methyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate (isomer B) synthesized as described in Example 30 was subjected to de-t-butylation with trifluoroacetic acid in the same manner as described in Example 3, to give 334 mg of the title compound as an amorphous solid.

Sources & evidence

ORD record: ord-8aab1ddf2e294fcd8be07b1581d39ca7
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04699905

Reaction notes

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