2-Amino-1,3-propanediol hydrochloride → 2-((6-Chrysenylmethyl)amino)-1,3-propanediol methanesulfonate

HRID 1762007

Reaction equation

[CH3:1][S:2]([O:5][CH2:6][C:7]([NH:11][CH2:12][C:13]1[CH:14]=[C:15]2[C:24](=[C:25]3[C:30]=1[CH:29]=[CH:28][CH:27]=[CH:26]3)[CH:23]=[CH:22][C:21]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]2=1)(C)[CH2:8][OH:9])(=[O:4])=[O:3].C1C2C=CC3C(=CC(C=O)=C4C=3C=CC=C4)C=2C=CC=1.Cl.NC(CO)CO>>[CH3:1][S:2]([O:5][CH2:6][CH:7]([NH:11][CH2:12][C:13]1[CH:14]=[C:15]2[C:24](=[C:25]3[C:30]=1[CH:29]=[CH:28][CH:27]=[CH:26]3)[CH:23]=[CH:22][C:21]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]2=1)[CH2:8][OH:9])(=[O:4])=[O:3]

Participants

Reactant 3

HCID 27348152-Amino-1,3-propanediol hydrochloride

HCID 124387746-Chrysenecarbaldehyde

HCID 540960872-((6-Chrysenylmethyl)amino)-2-methyl-1,3-propanediol methanesulfonate

Product 1

HCID 544796742-((6-Chrysenylmethyl)amino)-1,3-propanediol methanesulfonate

Procedure

Using the reductive amination procedure outlined in 1C, chrysene-6-carbaldehyde (1A) and 2-amino-1,3-propanediol hydrochloride (Simga) gave 2-((6-chrysenylmethyl)amino)-1,3-propanediol methanesulfonate mp 208°-209°, (CH3OH/Et2O), (C,H,N,S).

Sources & evidence

ORD record: ord-f73c93f3db4c4a68b233cd74f22ed03b
Source dataset: uspto-grants-1989_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04829090

Linked notes

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