HCID 15230294, compound → 2-Amino-1-[4-(methylsulfanyl)phenyl]propane-1,3-diol

HRID 2226088Notes

Reaction equation

HRID 2226088 reaction equation
[NH2:1][CH:2]([CH:6]([OH:15])[C:7]1[CH:12]=[CH:11][C:10]([S:13][CH3:14])=[CH:9][CH:8]=1)[C:3](O)=[O:4].[B-].[Na+]>C(O)C>[NH2:1][CH:2]([CH:6]([C:7]1[CH:8]=[CH:9][C:10]([S:13][CH3:14])=[CH:11][CH:12]=1)[OH:15])[CH2:3][OH:4]

Participants

4

Reactant 2

HCID 15230294HCID 15230294, compoundHCID 22959485Vertellus

Product 1

HCID 860752-Amino-1-[4-(methylsulfanyl)phenyl]propane-1,3-diol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The L-threo 2-amino-3-hydroxy-3- (4-methylthiophenyl)propionic acid thus obtained then can be esterified and reduced with sodium borohydrate according to known methods to produce D-threo 2-amino-3-(4-methylthiophenyl)propane-1,3-diol, m.p. 151.9°-152.9° C., [α]D25 -21° (1% in ethanol).

Sources & evidence

ORD record
ord-5e879ae5b4ec4f55be8ef4005bb7eea1
Source dataset
uspto-grants-1994_09
Patent number
US05346828

Reaction notes

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