Ethanesulfonyl chloride → HCID 57777457, compound

HRID 660674Notes

Reaction equation

[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[S:19](=[O:21])(=[O:20])[N:18](CC[Si](C)(C)C)[C:17](=[O:28])[CH2:16]2)=[C:11]([O:29]CC2C=CC=CC=2)[CH:10]=1.[CH2:37]([S:39](Cl)(=[O:41])=[O:40])[CH3:38]>>[OH:29][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=1[N:15]1[CH2:16][C:17](=[O:28])[NH:18][S:19]1(=[O:21])=[O:20])[CH2:8][C@@H:3]1[CH2:4][CH2:5][CH2:6][CH2:7][C@H:2]1[NH:1][S:39]([CH2:37][CH3:38])(=[O:41])=[O:40]

Participants

Reactant 2

HCID 11667Ethanesulfonyl chloride

HCID 68839756HCID 68839756, compound

Product 1

HCID 57777457HCID 57777457, compound

Procedure

The title compound is prepared from 5-[4-((1S*,2R*)-2-aminocyclohexylmethyl)-2-benzyloxy-phenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one and ethanesulfonyl chloride analogous to Example 205, steps B, C and D. MS (M−1)−=430; HPLC retention time=0.91 min. (Method A).

Sources & evidence

ORD record: ord-1920031d5c8842edb3de1a60f1ed8d26
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08084448B2

Reaction notes

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