Hydrochloric Acid → Boc-gly-gly-gly-OH

HRID 1863469Notes

Reaction equation

HRID 1863469 reaction equation
C[O:2][C:3](=[O:21])[CH2:4][NH:5][C:6](=[O:20])[CH2:7][NH:8][C:9](=[O:19])[CH2:10][NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].[OH-].[Na+].Cl>O1CCCC1.O>[C:15]([O:14][C:12]([NH:11][CH2:10][C:9]([NH:8][CH2:7][C:6]([NH:5][CH2:4][C:3]([OH:21])=[O:2])=[O:20])=[O:19])=[O:13])([CH3:18])([CH3:16])[CH3:17]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12193735Boc-Gly-Gly-Glyome

Product 1

HCID 7019030Boc-gly-gly-gly-OH

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Add to a solution of t-butoxycarbonyl-glycyl-glycyl-glycine methyl ester (4.1 g.) in tetrahydrofuran (30 ml.) and water (30 ml.) dropwise with stirring 1 N sodium hydroxide (13.6 ml.). Stir the reaction mixture for 16 hours, acidify to pH 3 with dilute hydrochloric acid and then evaporate to dryness under reduced pressure. Suspend the residue in acetone, filter and evaporate the filtrate to dryness to afford the title product (m.p. 115°-120° C.).

Workup

  1. customevaporate to dryness under reduced pressure
  2. filtrationfilter
  3. customevaporate the filtrate to dryness

Sources & evidence

ORD record
ord-23684a7b44de4506973d11d8d66a4f5e
Source dataset
uspto-grants-1979_09
Patent number
US04169141

Reaction notes

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