2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate

Base Information

• Chemical Name: 2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate
• CAS No.: 334024-20-3
• Molecular Formula: C₁₁H₁₂O₆S
• Molecular Weight: 272.279

Synonyms:2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate

Chemical Property of 2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

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Technology Process of 2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate

There total 1 articles about 2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) + (4S,5R)-4-Hydroxymethyl-2,2-dioxo-2λ6-[1,3,2]dioxathian-5-ol → 2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate (334024-20-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 60 ℃; for 1h;

DOI:10.1021/jo048058+

Reference yield: 100.0%

2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate (334024-20-3) + (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene (635316-05-1) → 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-{[(2S,3S)-2,4-benzylidenedioxy-3-(sulfooxy)butyl]-episulfoniumylidene}-D-arabinitol inner salt

Guidance literature:

With potassium carbonate; In various solvent(s); Heating;

DOI:10.1055/s-2003-40353

Reference yield: 94.0%

1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-arabinitol (187590-77-8) + 2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate (334024-20-3) → 2,3,5-tri-O-benzyl-1,4-dideoxy-1,4-{[(2S,3S)-2,4-benzylidenedioxy-3-(sulfooxy)butyl]-episulfoniumylidene}-D-arabinitol inner salt

Guidance literature:

With potassium carbonate; In various solvent(s); for 14h; Heating;

DOI:10.1055/s-2003-40353

upstream raw materials:

benzaldehyde dimethyl acetal

Downstream raw materials:

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(R)-episulfoniumylidene]-D-ribitol

1,3:4,6-di-O-benzylidene-2,5-dideoxy-1,5-[[(2S,3S)-2,4-O-benyzlidene-2,4-dihydroxy-3-(sulfooxy)butyl]iminonium]-L-iditol

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