HCID 86740266, compound → HCID 13890216, compound

HRID 485589Notes

Reaction equation

HRID 485589 reaction equation
[CH3:1][O:2][C:3](=[O:20])[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9](=[O:19])[CH2:10][NH:11]C(OC(C)(C)C)=O.[ClH:21].COC(=O)[C@@H]1CCCN1C(=O)CN>O1CCOCC1.Cl>[ClH:21].[CH3:1][O:2][C:3](=[O:20])[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9](=[O:19])[CH2:10][NH2:11]

Participants

3

Reactant 1

HCID 86740266HCID 86740266, compound

Product 1

HCID 13890216HCID 13890216, compoundYield 176%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

Glycyl-L-proline methylester hydrochloride N-t-Butyloxycarbonyl-glycyl-L-proline methylester (21.3 g, 74.4 m mole) and-4N hydrogen chloride dioxan solution (150 ml) were mixed, and shaked to dissolve the solid material. It was stirred for 1 hour at room temperature. The solvent was well-distilled off under reduced pressure to obtain the solid glycyl-L-proline methylester hydrochloride (16.4 g, 73.9 m mole, yield: 99%). The product was very hygroscopic and gave a single spot with Rf =0.45 by silica gel thin layer chromatography (developing solvent, n-butanol:acetic acid:water=4:2:2, colour forming method: spraying of 0.1% ninhydrin and heating).

Workup

  1. dissolutionto dissolve the solid material
  2. distillationThe solvent was well-distilled off under reduced pressure

Sources & evidence

ORD record
ord-9944d52a9f0146d1be80bbd3462214b7
Source dataset
uspto-grants-1985_08
Patent number
US04536395

Reaction notes

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