2-((Tert-butyldimethylsilyl)oxy)acetaldehyde → HCID 53311190, compound

HRID 1401769Notes

Reaction equation

HRID 1401769 reaction equation
[CH3:1][C:2]1([CH3:24])[CH2:11][CH2:10][CH2:9][C:8]2[CH:7]=[C:6]([C:12]3[N:13]=[C:14]([N:17]4[CH2:22][CH2:21][CH:20]([NH2:23])[CH2:19][CH2:18]4)[S:15][CH:16]=3)[CH:5]=[CH:4][C:3]1=2.[Si](O[CH2:33][CH:34]=[O:35])(C(C)(C)C)(C)C.C[N+](C)(C)C.C1C[O:44][CH2:43][CH2:42]1>>[CH3:1][C:2]1([CH3:24])[CH2:11][CH2:10][CH2:9][C:8]2[CH:7]=[C:6]([C:12]3[N:13]=[C:14]([N:17]4[CH2:22][CH2:21][CH:20]([N:23]([CH2:33][CH2:34][OH:35])[CH2:42][CH2:43][OH:44])[CH2:19][CH2:18]4)[S:15][CH:16]=3)[CH:5]=[CH:4][C:3]1=2

Participants

4

Reactant 3

HCID 41877882-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 53312203HCID 53312203, compoundHCID 86671824HCID 86671824, compound

Product 1

HCID 53311190HCID 53311190, compound

Procedure

The preparation is carried out starting from 1-[4-(5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine and (tert-butyldimethylsilanyloxy)acetaldehyde. The protecting group is cleaved off as already described by means of a 1M tetramethylammonium/THF solution. The product was purified by means of preparative HPLC and converted into the hydrochloride.

Workup

  1. customThe product was purified by means of preparative HPLC

Sources & evidence

ORD record
ord-3628ddae1dab4b21a27d8a9848407e3f
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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