tert-Butyl 3-(hydroxymethyl)azetidine-1-carboxylate → [2-(1H-indol-4-yloxy)ethyl]-methylcarbamic acid tert-butyl ester

HRID 6952Notes

Reaction equation

HRID 6952 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10](CO)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC(N1CC(C[O:26][C:27]2[CH:35]=[CH:34][CH:33]=[C:32]3[C:28]=2[CH:29]=[CH:30][NH:31]3)C1)=O)(C)(C)C>>[C:1]([O:5][C:6](=[O:7])[N:8]([CH2:9][CH2:10][O:26][C:27]1[CH:35]=[CH:34][CH:33]=[C:32]2[C:28]=1[CH:29]=[CH:30][NH:31]2)[CH3:11])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 10583745tert-Butyl 3-(hydroxymethyl)azetidine-1-carboxylateHCID 693680983-(1H-Indol-4-yloxymethyl)-azetidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 10708626[2-(1H-indol-4-yloxy)ethyl]-methylcarbamic acid tert-butyl ester

Procedure

In a similar manner, using 3-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester in place of (2-hydroxy-ethyl)-methyl-carbamic acid tert-butyl ester, 3-(1H-Indol-4-yloxymethyl)-azetidine-1-carboxylic acid tert-butyl ester was prepared, (25%), (M−H)−=301.

Workup

  1. customwas prepared, (25%), (M−H)−=301

Sources & evidence

ORD record
ord-0e9e8d5c94114eeeb2ac26b063c4d5b9
Source dataset
uspto-grants-2006_08
Patent number
US07084169B2

Reaction notes

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