tert-Butyldimethylsilyl chloride → HCID 59524419, compound

HRID 1770632Notes

Reaction equation

HRID 1770632 reaction equation
Cl.[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][C@H:8]([C:13]([O:15][CH3:16])=[O:14])[NH:9][CH2:10]2)=[CH:5][CH:4]=1.[C:17]([Si:21](Cl)([CH3:23])[CH3:22])([CH3:20])([CH3:19])[CH3:18]>>[Si:21]([O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][C@H:8]([C:13]([O:15][CH3:16])=[O:14])[NH:9][CH2:10]2)=[CH:5][CH:4]=1)([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 28928tert-Butyldimethylsilyl chlorideHCID 669753321246546-35-9

Product 1

HCID 59524419HCID 59524419, compoundYield 79%

Procedure

Prepared as in Example 1c-JF from (R)-methyl 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride (Example 13-2c) and tert-butylchlorodimethylsilane. Yield 79%, yellow oil (1.15 g, 79%). MS 322 (MH+).

Sources & evidence

ORD record
ord-80b5b3d8bed24e778d35ba0c5d4bd61a
Source dataset
uspto-grants-2016_02
Patent number
US09247759B2

Reaction notes

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