Triethylamine → HCID 70328601, compound

HRID 1743244Notes

Reaction equation

HRID 1743244 reaction equation
[C:1]([C@@H:4]1[CH2:8][S:7][C@H:6]2[CH2:9][C@@H:10]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[C:11](=[O:12])[N:5]12)(=O)[NH2:2].C(N(CC)CC)C.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O1CCCC1>[C:1]([C@@H:4]1[CH2:8][S:7][C@H:6]2[CH2:9][C@@H:10]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:18])([CH3:17])[CH3:19])[C:11](=[O:12])[N:5]12)#[N:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 21587862HCID 21587862, compound

Product 1

HCID 70328601HCID 70328601, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 538 mg of tert-butyl (3R,6R,7aS)-(3-carbamoyl-5-oxohexahydropyrrolo[2,1-b]thiazol-6-yl)-carbamate in 35 ml of tetrahydrofuran was cooled in an ice bath and, after addition of 0.75 ml of triethylamine and 0.37 ml of trifluoroacetic anhydride, stirred at room temperature overnight. The volatile constituents were stripped off in vacuo at 30° C., and the oily residue was purified by column chromatography (silica gel, mobile phase: ethyl acetate:n-heptane=1:1).

Workup

  1. customwere stripped off in vacuo at 30° C.
  2. customthe oily residue was purified by column chromatography (silica gel, mobile phase: ethyl acetate:n-heptane=1:1)

Sources & evidence

ORD record
ord-5df8f844b70e4e48ad41a8f65635dfe1
Source dataset
uspto-grants-2006_03
Patent number
US07008957B2

Reaction notes

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