2-(2-Bromoethoxy)tetrahydro-2H-pyran → HCID 58826444, compound

HRID 2244687Notes

Reaction equation

HRID 2244687 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][CH2:16][O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][O:19]1>>[CH3:1][O:2][C:3]([CH:5]1[CH2:9][C@H:8]([O:10][CH2:15][CH2:16][O:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)[C@@H:7]([N:11]=[N+:12]=[N-:13])[CH2:6]1)=[O:4]

Participants

3

Reactant 2

HCID 866212-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 86611033HCID 86611033, compound

Product 1

HCID 58826444HCID 58826444, 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 2-(2-bromoethoxy)tetrahydro-2H-pyran to give (3S,4S)-3-azido-4-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-cyclopentanecarboxylic acid methyl ester. Light yellow oil. MS 336.3 ([M+H]+).

Sources & evidence

ORD record
ord-a02ac8196d9e41af8229d1c72068ed18
Source dataset
uspto-grants-2010_03
Patent number
US07678917B2

Reaction notes

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