N-Boc-glycyl-L-proline benzyl ester → glycyl-L-proline benzylester hydrochloride

HRID 280779Notes

Reaction equation

HRID 280779 reaction equation
[CH2:1]([O:8][C:9](=[O:26])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:25])[CH2:16][NH:17]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCOCC1.[ClH:33]>>[ClH:33].[CH2:1]([O:8][C:9](=[O:26])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:25])[CH2:16][NH2:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 13152016N-Boc-glycyl-L-proline benzyl esterHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 13068147glycyl-L-proline benzylester hydrochlorideYield 95%

Procedure

To N-t-butyloxycarbonyl-glycyl-L-proline benzylester (25.7 g, 68.2 m mole) 4N hydrogen chloride dioxane solution (170 ml) was added and the solid material was dissolved. The mixture was stirred for 1 hour at room temperature. The mixture was evaporated under reduced pressure to obtain a half-solid glycyl-L-proline benzylester hydrochloride (20.2 g, 64.8 m mole, yield: 95%).

Workup

  1. dissolutionthe solid material was dissolved
  2. customThe mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-18b17bf023c64e759959157a730eb8ec
Source dataset
uspto-grants-1986_05
Patent number
US04590178

Reaction notes

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