methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hex-2-enoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hex-2-enoside
• CAS No.: 130272-53-6
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.279
• Mol file: 130272-53-6.mol

Synonyms:methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hex-2-enoside

Chemical Property of methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hex-2-enoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hex-2-enoside

There total 10 articles about methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hex-2-enoside 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: 95.0%

methyl 2,3-bis-O-<(trifluoromethyl)sulfonyl>-4,6-O-(phenylmethylene)-β-D-galactopyranoside (129263-16-7) → methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hex-2-enoside (130272-53-6)

Guidance literature:

With 1H-imidazole; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2009.05.005

Reference yield: 78.0%

(1aR,2S,6R,7aR,7bR)-2-Methoxy-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene (2880-96-8,3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2) → (2R,8S,8aS)-2-Phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-ol (5987-33-7,14125-70-3,63598-36-7,63598-38-9,84275-97-8,124579-80-2,167074-37-5) + (2R,6S,8aS)-6-Methoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine (3169-98-0,6743-71-1,18968-70-2,18968-71-3,18968-72-4,65530-27-0,65530-31-6,66512-66-1,110548-46-4,130272-53-6,132074-89-6)

Guidance literature:

With bis(cyclopentadienyl)titanium (III) chloride;

DOI:10.1021/ja00173a045

Reference yield: 37.0%

methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate (6748-86-3,6884-01-1,6988-45-0,15384-63-1,30010-02-7,32976-12-8,32976-13-9,65530-22-5,65530-24-7,65530-25-8,65556-00-5,69651-81-6,86420-66-8,86420-75-9,99265-93-7,99265-97-1,103772-99-2) → methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hex-2-enoside (130272-53-6)

Guidance literature:

With sodium iodide; zinc; In N,N-dimethyl-formamide; for 48h; Heating;

upstream raw materials:

methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate

methyl 3-O-benzenesulfonyl-4,6-O-benzylidene-2-O-p-toluenesulfonyl-β-D-galactoside

methyl 2-O-benzenesulfonyl-4,6-O-benzylidene-3-O-p-toluenesulfonyl-β-D-galactoside

methyl 4,6-O-benzylidene-β-D-galactopyranoside 3-O-p-toluenesulfonate

Downstream raw materials:

methyl 4,6-O-benzylidene-2,3-dideoxy-β-D-threo-hexoside

methyl-[O⁴,O⁶-((S)-benzylidene)-β-D-gulopyranoside]

methyl 4,6-di-O-benzyl-2,3-dideoxy-β-D-threo-hexoside

(4R,5R)-4,6-dibenzyloxy-5-p-toluenesulfonyloxyhexanal ethylene dithioacetal