Trifluoroacetic acid → HCID 53645221, compound

HRID 1606832Notes

Reaction equation

HRID 1606832 reaction equation
[NH:1]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C@H:2]([C:7]([NH:9][CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5].FC(F)(F)C(O)=O>CCOCC>[NH:1]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C@H:2]([C:7]([NH:9][CH2:10][C:11]([OH:13])=[O:12])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70123284HCID 70123284, compound

Product 1

HCID 53645221HCID 53645221, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

9.13 g. (26 mmoles) of Z-Asn-Gly-OtBu are dissolved in 90 ml. of trifluoroacetic acid, and after 0.5 hours of standing 450 ml. of dry ether are added to the solution. The separated white precipitate is filtered off, washed with ether and crystallized from 35 ml. of water. 6.56 g. (78 %) of Z-Asn-Gly-OH are obtained. M.p.: 170°-172° C, Rf4 = 0.45.

Workup

  1. filtrationThe separated white precipitate is filtered off
  2. washwashed with ether
  3. customcrystallized from 35 ml

Sources & evidence

ORD record
ord-8e7dc560048549809e1075b48b0cb837
Source dataset
uspto-grants-1976_04
Patent number
US03953415

Reaction notes

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