Formaldehyde → HCID 131718920, compound

HRID 1608705Notes

Reaction equation

[CH3:1][S:2]([O:5][CH2:6][C@@H:7]([C@H:9]([CH2:11][O:12][S:13]([CH3:16])(=[O:15])=[O:14])[OH:10])[OH:8])(=[O:4])=[O:3].[CH2:17]=O.S(=O)(=O)(O)O>>[CH3:16][S:13]([O:12][CH2:11][C@:9]1([CH2:17][O:8][C@H:7]1[CH2:6][O:5][S:2]([CH3:1])(=[O:3])=[O:4])[OH:10])(=[O:15])=[O:14]

Participants

Reactant 3

HCID 712Formaldehyde

HCID 1118Sulfuric Acid

HCID 9882105Treosulfan

Product 1

HCID 131718920HCID 131718920, compoundYield 63%

Procedure

L-threitol 1,4-bis(methanesulfonate) was reacted with formaldehyde and concentrated sulfuric acid as described in J. Med. Chem., 7, 14 (1964) to yield 2,3-O-methylene-L-threitol 1,4-bis-(methanesulfonate) in 63% yield.

Sources & evidence

ORD record: ord-34c3a9771b064bbeba91d6835a6ea048
Source dataset: uspto-grants-1995_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05395947

Reaction notes

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