Hydrochloric Acid → HCID 377726, compound

HRID 1364175Notes

Reaction equation

HRID 1364175 reaction equation
C[O:2][C:3](=[O:25])[C@H:4]([NH:14][C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[CH2:5][O:6][Si:7]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8].[OH-].[Li+].C(OCC)(=O)C.Cl>O1CCCC1.O>[CH2:18]([O:17][C:15]([NH:14][C@H:4]([CH2:5][O:6][Si:7]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:8])[CH3:9])[C:3]([OH:25])=[O:2])=[O:16])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 66939578HCID 66939578, compound

Product 1

HCID 377726HCID 377726, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To (R)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester (1.450 g, 3.95 mmol) in tetrahydrofuran/water (2/1) is added lithium hydroxide (250 mg, 5.92 mmol). After stirred at rt during 16 h, the solution is treated with ethyl acetate and the pH is decrease to 2 with aqueous 1N HCl. The organic phase is dried and evaporated to yield the title compound.

Workup

  1. customThe organic phase is dried
  2. customevaporated

Sources & evidence

ORD record
ord-1ad33a4b4c704481bba82420c1c8b3b0
Source dataset
uspto-grants-2011_02
Patent number
US07888351B2

Reaction notes

Loading…