Bromomethylcyclopropane → HCID 58826474, compound

HRID 2244686Notes

Reaction equation

[CH3:1][O:2][C:3]([C@H:5]1[CH2:9][C@H:8]([OH:10])[C@@H:7]([N:11]=[N+:12]=[N-:13])[CH2:6]1)=[O:4].Br[CH2:15][CH:16]1[CH2:18][CH2:17]1>>[CH3:1][O:2][C:3]([CH:5]1[CH2:9][C@H:8]([O:10][CH2:15][CH:16]2[CH2:18][CH2:17]2)[C@@H:7]([N:11]=[N+:12]=[N-:13])[CH2:6]1)=[O:4]

Participants

Reactant 2

HCID 81503Bromomethylcyclopropane

HCID 86611033HCID 86611033, compound

Product 1

HCID 58826474HCID 58826474, compound

Procedure

In analogy to example 11A (1R,3S,4S)-3-azido-4-hydroxy-cyclopentanecarboxylic acid methyl ester (CAS 213742-85-9) was reacted with (bromomethyl)cyclopropane to give (3S,4S)-3-azido-4-cyclopropylmethoxy-cyclopentanecarboxylic acid methyl ester. Colorless oil.

Sources & evidence

ORD record: ord-0c9c313ca1ff41f2a7b7903c5fd1a278
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07678917B2

Reaction notes

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