Potassium Cyanide → HCID 67660877, compound

HRID 1599143Notes

Reaction equation

C1(C)C=CC(S(O[CH2:11][CH:12]2[CH2:20][CH:19]3[CH:15]([CH2:16][N:17]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:18]3)[C:14]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)([OH:28])[CH2:13]2)(=O)=O)=CC=1.[C-:36]#[N:37].[K+]>>[C:36]([CH2:11][CH:12]1[CH2:20][CH:19]2[CH:15]([CH2:16][N:17]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:18]2)[C:14]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)([OH:28])[CH2:13]1)#[N:37]

Participants

Reactant 2

HCID 9032Potassium Cyanide

HCID 86752414HCID 86752414, compound

Product 1

HCID 67660877HCID 67660877, compoundYield 134.3%

Procedure

The procedure is as described for Example 13 below, starting from 1.1 g of (3aRS,4RS,6RS,7aSR)-6-p-toluenesulphonyloxymethyl-4-phenyl-2-tert-butyloxycarbonylperhydroisoindol-4-ol and 0,214 g of potassium cyanide, and gives 1.05 g of (3aRS,4RS,6RS,7aSR)-6-cyanomethyl-4-phenyl-2-tert-butyloxycarbonylperhydroisoindol-4-ol in the form of a yellow oil.

Sources & evidence

ORD record: ord-c4a4a16c20464ac091b8a519b1738cf4
Source dataset: uspto-grants-1998_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05739351

Reaction notes

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