Hydrochloric Acid → HCID 14858903, compound

HRID 1074010Notes

Reaction equation

HRID 1074010 reaction equation
[CH2:1]([O:8][C:9](=[O:28])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:27])[C@H:16]([CH2:25][OH:26])[NH:17]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCC)C.CCCCCC.[ClH:40]>O1CCOCC1>[ClH:40].[CH2:1]([O:8][C:9](=[O:28])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:27])[C@H:16]([CH2:25][OH:26])[NH2:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 8058HexaneHCID 14858901HCID 14858901, compound

Product 1

HCID 14858903HCID 14858903, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

N-t-butyloxycarbonyl-L-seryl-L-proline benzylester (33.99 g, 86.6 mmole) was dissolved in 4N hydrochloric acid in dioxane (300 ml) solution, and stirred for 1 hour at room temperature. To the solution, diethyl ether (500 ml) and n-hexane (100ml) were added to give L-seryl-L-proline benzylester hydrochloride (yield: 28.03 g, 98.4%).

Sources & evidence

ORD record
ord-d0443245c29e44a28eef45080313bca2
Source dataset
uspto-grants-1990_11
Patent number
US04971993

Reaction notes

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