Trifluoroacetic acid → HCID 18610519, compound

HRID 256041Notes

Reaction equation

[CH2:1]([C@@H:8]1[N:14]([CH2:15][C:16]([O:18]C(C)(C)C)=[O:17])[C:13](=[O:23])[C@@H:12]([NH:24][C@H:25]([C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH2:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:11][S:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>>[CH2:1]([C@@H:8]1[N:14]([CH2:15][C:16]([OH:18])=[O:17])[C:13](=[O:23])[C@@H:12]([NH:24][C@H:25]([C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH2:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:11][S:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 18610530HCID 18610530, compound

Product 1

HCID 18610519HCID 18610519, compoundYield 77.6%

Procedure

630 mg of t-butyl α-{3(S)-benzyl-6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-5-oxoperhydro-1,4-thiazepin-4-yl}acetate (isomer B) synthesized as described in Example 33 was subjected to de-t-butylation with trifluoroacetic acid in the same manner as described in Example 3, to give 438 mg of the title compound as an amorphous solid.

Sources & evidence

ORD record: ord-db9992d9f536466787892571c971b736
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04699905

Reaction notes

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