Aminoacetonitrile → HCID 86649023, compound

HRID 1367505Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([CH:11]1[CH2:15][C@@H:14]([C:16]([OH:18])=O)[C@H:13]([CH2:19][O:20][CH3:21])[CH2:12]1)(=[O:10])=[O:9].[NH2:22][CH2:23][C:24]#[N:25]>>[C:23]([CH2:24][NH:25][C:16]([C@@H:14]1[CH2:15][CH:11]([S:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])(=[O:9])=[O:10])[CH2:12][C@H:13]1[CH2:19][O:20][CH3:21])=[O:18])#[N:22]

Participants

Reactant 2

HCID 10901Aminoacetonitrile

HCID 66918552HCID 66918552, compound

Product 1

HCID 86649023HCID 86649023, compound

Procedure

The title compound was synthesized in analogy to Example 68/69, Step 11, from (1R,2R)-4-(2-Chloro-benzenesulfonyl)-2-methoxymethyl-cyclopentanecarboxylic acid (epimeric mixture) and aminoacetonitrile to afford the desired product as a light yellow foam. MS (EI): 371.0 (M+H)+.

Sources & evidence

ORD record: ord-2ba394c7d64c4ddc9c60c5024b38d8a5
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893099B2

Reaction notes

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