Acryloyl chloride → HCID 18649787, compound

HRID 2081826Notes

Reaction equation

[NH2:1][C@H:2]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[CH:3]=[O:4].[C:13](Cl)(=[O:16])[CH:14]=[CH2:15].[Na]>>[C:13]([NH:1][C@H:2]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[CH2:3][OH:4])(=[O:16])[CH:14]=[CH2:15]

Participants

Reactant 3

HCID 13140Acryloyl chloride

HCID 3034366Glucosamine

HCID 5360545Sodium

Product 1

HCID 18649787HCID 18649787, compound

Procedure

Note 2. An attempt was done to prepare the same compound by reacting 2-amino-2-deoxy-D-glucose and acryloyl chloride, followed by reduction of the product with sodium boronhydride. However, it was not possible to get pure N-acryloyl-2-amino-2-deoxy-D-glucitol in this way.

Workup

customto prepare the same compound

Sources & evidence

ORD record: ord-07ea619df0194b73b17265e0efe746cf
Source dataset: uspto-grants-1993_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05185466

Reaction notes

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