Trifluoroacetic acid → HCID 178477177, compound

HRID 711985Notes

Reaction equation

HRID 711985 reaction equation
[C:1](=[O:19])([S:3][CH2:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([NH:11]C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)[CH3:2].[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23]>C(Cl)Cl>[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23].[NH2:11][C@H:8]1[CH2:7][CH2:6][C@H:5]([CH2:4][SH:3]=[C:1]([OH:19])[CH3:2])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178477122HCID 178477122, compound

Product 1

HCID 178477177HCID 178477177, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of S-({trans-4-[(tert-Butoxycarbonyl)amino]cyclohexyl}methyl) ethanethioate (0.20 g, 0.70 mmol) in methylene chloride (1.6 mL) was treated with trifluoroacetic acid (0.54 mL, 7.0 mmol) at room temperature for 2 h. The reaction mixture was evaporated to dryness to give the desired product (0.21 g, 100%). LCMS calculated for C9H18NOS (M+H)+: m/z=188.1. Found: 188.1.

Workup

  1. customThe reaction mixture was evaporated to dryness

Sources & evidence

ORD record
ord-90121d308f6a4636a4b2fc9b986ecc52
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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