trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol

Base Information

• Chemical Name: trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol
• CAS No.: 53777-24-5
• Molecular Formula: C₁₂H₂₀O₄
• Molecular Weight: 228.288

Synonyms:trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol

Chemical Property of trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol

There total 2 articles about trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol 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:

4-Methoxystyrene (637-69-4,24936-44-5) + (S)-1,2-O-isopropylidene-but-3-ene-1,2-diol (62214-38-4) → 1,2-bis(4-methoxyphenyl)ethene (4705-34-4,15638-14-9,34480-01-8,112246-67-0,2510-75-0) + trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol (53777-24-5)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 18h;

DOI:10.1016/j.bmcl.2008.02.062

Reference yield:

3,5-dimethoxystyrene (40243-87-6) + (S)-1,2-O-isopropylidene-but-3-ene-1,2-diol (62214-38-4) → (E)-3,3',5,5'-tetramethoxystilbene (80715-09-9,125910-10-3,125910-07-8) + trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol (53777-24-5)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 18h;

DOI:10.1016/j.bmcl.2008.02.062

Reference yield: 76.5%

trans-3,4-didehydro-3,4-dideoxy-1,2:5,6-di-O-isopropylidene-D-threo-hexitol (53777-24-5) → 3,4-dideoxy-erythro-hex-E-3-enitol (6027-47-0,13185-78-9,44929-62-6,53777-26-7)

Guidance literature:

With acetic acid; In water; for 24h; Ambient temperature; 2.) evapn. below 20 deg C;

DOI:10.1016/S0008-6215(00)85364-1

upstream raw materials:

4-Methoxystyrene

(S)-1,2-O-isopropylidene-but-3-ene-1,2-diol

3,5-dimethoxystyrene

Downstream raw materials:

1,6-diacetyl-3,4-dideoxy-erythro-hex-E-3-enitol

3,4-dideoxy-erythro-hex-E-3-enitol

2,5-di-O-acetyl-3,4-dideoxy-1,6-di-O-p-tolylsulfonyl-erythro-hex-E-3-enitol

C₂₀H₂₆O₈S₂

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