Triacetoxyperiodinane → 5'-Formyl-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine]

HRID 376209Notes

Reaction equation

HRID 376209 reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[OH:23][CH2:24][C:25]1[C:34]2[O:35][C:36]3([C:46]([CH3:48])([CH3:47])[C:45]4[C:40](=[CH:41][CH:42]=[C:43]([O:49][CH3:50])[CH:44]=4)[N:39]3[CH3:51])[CH:37]=[N:38][C:33]=2[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=1>>[CH:24]([C:25]1[C:34]2[O:35][C:36]3([C:46]([CH3:47])([CH3:48])[C:45]4[C:40](=[CH:41][CH:42]=[C:43]([O:49][CH3:50])[CH:44]=4)[N:39]3[CH3:51])[CH:37]=[N:38][C:33]=2[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:26]=1)=[O:23]

Participants

3

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 193609185'-hydroxymethyl-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine]

Product 1

HCID 158602975'-Formyl-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine]

Procedure

This compound is prepared according to the method employed for Example 1, from 0.42 g (1 mmol) of Dess-Martin reactant and 0.39 g (1 mmol) of 5'-hydroxymethyl-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine].

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-f790a0036a2a4d8f93ab40f638bbd584
Source dataset
uspto-grants-2000_02
Patent number
US06019914

Reaction notes

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