Trifluoroacetic acid → 6-Amino-4-N-(carbomethoxymethyl)-perhydro-1,4-thiazepin-5-one, Trifluoroacetate Salt

HRID 1981890Notes

Reaction equation

HRID 1981890 reaction equation
C(OC([NH:8][CH:9]1[CH2:15][S:14][CH2:13][CH2:12][N:11]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:10]1=[O:21])=O)(C)(C)C.[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25]>>[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25].[NH2:8][CH:9]1[CH2:15][S:14][CH2:13][CH2:12][N:11]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:10]1=[O:21]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 136337326-t-Butoxycarbonylamino-4-N-(carbomethoxymethyl)-perhydro-1,4-thiazepin-5-one

Product 1

HCID 136337346-Amino-4-N-(carbomethoxymethyl)-perhydro-1,4-thiazepin-5-one, Trifluoroacetate Salt

Procedure

6-t-Butoxycarbonylamino-4-N-(carbomethoxymethyl)-perhydro-1,4-thiazepin-5-one (0.53 g) is dissolved in 2 ml of trifluoroacetic acid. At the end of one hour at room temperature the trifluoroacetic acid is removed under vacuum. The residue is partitioned between water and ether. The aqueous layer is washed three more times with ether, and then lyophilized to yield the product as a white solid (0.52 g).

Workup

  1. customAt the end of one hour at room temperature the trifluoroacetic acid is removed under vacuum
  2. customThe residue is partitioned between water and ether
  3. washThe aqueous layer is washed three more times with ether

Sources & evidence

ORD record
ord-ca4e39647d12482f8eb59360fe634ab2
Source dataset
uspto-grants-1986_06
Patent number
US04594341

Reaction notes

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