Hydrochloric Acid → HCID 86694558, compound

HRID 1426390Notes

Reaction equation

HRID 1426390 reaction equation
[Si:1]([O:8][C@H:9]([CH2:32][O:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C@H:10]([NH:25]S(C(C)(C)C)=O)[CH2:11][CH2:12]/[CH:13]=[CH:14]/[C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl>C(Cl)Cl>[NH2:25][C@@H:10]([C@H:9]([O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:2])[CH3:3])[CH2:32][O:33][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[CH2:11][CH2:12]/[CH:13]=[CH:14]/[C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86694559HCID 86694559, compound

Product 1

HCID 86694558HCID 86694558, compoundYield 108.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of methyl 4-{(1E,5R,6S)-6-{[tert-butyl(dimethyl)silyl]oxy}-5-[(tert-butylsulfinyl)amino]-7-phenoxyhept-1-en-1-yl}benzoate from step A (1.05 g, 1.74 mM) in 10 ml of methylene chloride was added 1 ml of HCl (4M, in dioxane) and the resulting mixture stirred at RT for 15 min. Removal of the volatiles under reduced pressure afforded 0.93 g of the title compound (as HCl salt) which was directly used for the next step. LC-MS: m/z (ES) 470.41 (M+1).

Workup

  1. customRemoval of the volatiles under reduced pressure

Sources & evidence

ORD record
ord-22aa0f1f2f034be48712e098d95aa516
Source dataset
uspto-grants-2015_01
Patent number
US08933102B2

Reaction notes

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