Hydrogen Sulfide → L-THREO-SPHINGOSINE

HRID 376049Notes

Reaction equation

HRID 376049 reaction equation
N([CH:4]([C@@H:6]([C@@H:8](/[CH:10]=[CH:11]/[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[OH:9])[NH2:7])[OH:5])=[N+]=[N-].S>N1C=CC=CC=1>[CH3:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]/[CH:11]=[CH:10]/[C@H:8]([OH:9])[C@@H:6]([NH2:7])[CH2:4][OH:5]

Participants

4

Reactant 2

HCID 402Hydrogen SulfideHCID 129665821HCID 129665821, compound

Product 1

HCID 11130338L-THREO-SPHINGOSINE

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The azidosphingosine was then reacted with hydrogen sulfide in pyridine (see Schmidt, Liebigs. Ann. Chem., 663-667 (1988) and U.S. Pat. No. 4,937,328, incorporated herein by reference) to yield L-threo-sphingosine. ##STR10##

Sources & evidence

ORD record
ord-134bfed50f6b4008a7b1d374491b113a
Source dataset
uspto-grants-1996_01
Patent number
US05488166

Reaction notes

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