Triacetoxyperiodinane → HCID 57989205, compound

HRID 1689508Notes

Reaction equation

[OH:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:29]=[CH:30][C:31]=1[C:32]([F:35])([F:34])[F:33])[CH2:7][N:8]1[CH2:28][CH2:27][C:11]2([O:16][CH2:15][CH2:14][N:13]([C:17]([C:19]3[N:20]=[C:21]([CH:24]([CH3:26])[CH3:25])[S:22][CH:23]=3)=[O:18])[CH2:12]2)[CH2:10][CH2:9]1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>>[CH:24]([C:21]1[S:22][CH:23]=[C:19]([C:17]([N:13]2[CH2:12][C:11]3([CH2:27][CH2:28][N:8]([CH2:7][C:6]4[CH:29]=[CH:30][C:31]([C:32]([F:35])([F:33])[F:34])=[C:4]([CH2:3][CH:2]=[O:1])[CH:5]=4)[CH2:9][CH2:10]3)[O:16][CH2:15][CH2:14]2)=[O:18])[N:20]=1)([CH3:26])[CH3:25]

Participants

Reactant 2

HCID 159087Triacetoxyperiodinane

HCID 57989323HCID 57989323, compound

Product 1

HCID 57989205HCID 57989205, compound

Procedure

The subtitled compound was prepared using a similar method to that described in Example 16 step c) using (9-(3-(2-hydroxyethyl)-4-(trifluoromethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-isopropylthiazol-4-yl)methanone (0.32 g) (Example 270, step b). The mixture was stirred for 90 min after the addition of the Dess-Martin periodinane. Yield 0.38 g.

Sources & evidence

ORD record: ord-7a39be76b7db47478c6eed15190c5466
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148373B2

Reaction notes

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