Ac-Orn(Boc)-Pro-Gly-OBzl → Ac-Orn-Pro-Gly-OBzl

HRID 2291651Notes

Reaction equation

HRID 2291651 reaction equation
[NH:1]([C:35]([CH3:37])=[O:36])[C@H:2]([C:14]([N:16]1[CH2:34][CH2:33][CH2:32][C@H:17]1[C:18]([NH:20][CH2:21][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])=[O:19])=[O:15])[CH2:3][CH2:4][CH2:5][NH:6]C(OC(C)(C)C)=O>FC(F)(F)C(O)=O>[NH:1]([C:35]([CH3:37])=[O:36])[C@H:2]([C:14]([N:16]1[CH2:34][CH2:33][CH2:32][C@H:17]1[C:18]([NH:20][CH2:21][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])=[O:19])=[O:15])[CH2:3][CH2:4][CH2:5][NH2:6]

Participants

3

Reactant 1

HCID 131715813Ac-Orn(Boc)-Pro-Gly-OBzl

Product 1

HCID 13853221Ac-Orn-Pro-Gly-OBzl

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2.0 g of Ac-Orn(Boc)-Pro-Gly-OBzl are dissolved in 5 ml of trifluoroacetic acid, and the solution is stirred at room temperature for 1 hour. After evaporation under high vacuum, 2.1 g of the trifluoroacetate of Ac-Orn-Pro-Gly-OBzl remain. Rf (system 2)=0.3; MS (FAB): 419 (M+1).

Workup

  1. customAfter evaporation under high vacuum, 2.1 g of the trifluoroacetate of Ac-Orn-Pro-Gly-OBzl

Sources & evidence

ORD record
ord-6a0a3c5464324f02a704a55840cb2a6b
Source dataset
uspto-grants-1989_01
Patent number
US04797471

Reaction notes

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