Isobutylamine → HCID 54093435, compound

HRID 2051803Notes

Reaction equation

O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH2:13]([NH2:17])[CH:14]([CH3:16])[CH3:15].[Cl:18][CH2:19][CH2:20][N:21]=[C:22]=[O:23]>>[Cl:18][CH2:19][CH2:20][NH:21][C:22]([N:17]([CH2:13][CH:14]([CH3:16])[CH3:15])[CH:2]1[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]1[OH:4])=[O:23]

Participants

Reactant 3

HCID 6558Isobutylamine

HCID 160352-Chloroethyl isocyanate

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 54093435HCID 54093435, compoundYield 73.4%

Procedure

3.6 g of D-glucose, 2.5 g of isobutylamine and 2.5 g of 2-chloroethyl isocyanate are treated in the same manner as described in Example 5-(1). 5.0 g of 1-(2-chloroethyl)-3-isobutyl-3-D-glucopyranosylurea are thereby obtained as colorless caramel.

Sources & evidence

ORD record: ord-28e8728f5ae448f08a9e33778adf1126
Source dataset: uspto-grants-1980_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04182757

Reaction notes

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