HCID 14009716, compound → HCID 21269025, compound

HRID 1194999Notes

Reaction equation

HRID 1194999 reaction equation
[Si]([O:8][CH:9]([CH:11]1[CH:14]([S:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[NH:13][C:12]1=[O:24])[CH3:10])(C(C)(C)C)(C)C>O1CCCC1.CO>[OH:8][CH:9]([CH:11]1[CH:14]([S:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[NH:13][C:12]1=[O:24])[CH3:10]

Participants

3

Reactant 1

HCID 14009716HCID 14009716, compound

Product 1

HCID 21269025HCID 21269025, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

600 mg (1.68 mmol) of rac -(αS*,3S*,4R*)-3-[1-(t-butyldimethylsilyloxy)ethyl]-4-[(p-methoxyphenyl)thio]-2-azetidinone are dissolved in 35 ml of tetrahydrofuran/methanol/12 percent hydrochloric acid (4:2:1), whereupon the solution is stirred at room temperature for 4 hours and worked-up as described in Example 2. There is obtained rac-(αS*,3S*,4R*) -3-(1-hydroxyethyl)-4-[(p-methoxyphenyl)thio]-2-azetidinone as a colourless oil; IR: 1765 cm-1.

Sources & evidence

ORD record
ord-a0e61cf4d8c540acb841e89cdf28762a
Source dataset
uspto-grants-1989_03
Patent number
US04816581

Reaction notes

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