methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside

Base Information

• Chemical Name: methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside
• CAS No.: 72904-78-0
• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.294
• Mol file: 72904-78-0.mol

Synonyms:methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside

Chemical Property of methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside

There total 17 articles about methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside 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: 100.0%

methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside (3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8) → methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside (72904-78-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 50 ℃; for 18h;

DOI:10.1139/v00-057

Reference yield: 68.0%

methyl-4,6-O-phenylmethylene-3-O-phenylthionocarbonyl-α-D-mannopyranoside (293728-88-8) → methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside (72904-78-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In toluene; for 0.666667h; Heating;

DOI:10.1139/v00-057

Reference yield: 65.0%

(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,6S,7R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (14187-72-5,20196-81-0,24332-87-4,24333-05-9,24921-02-6,34266-73-4,40773-64-6,65530-28-1,72904-78-0,72904-79-1,73285-00-4,108740-00-7,138663-47-5) + (2R,6S,8S,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (6752-48-3,16718-95-9,18424-62-9,19877-02-2,22886-97-1,52153-29-4,52612-68-7,55331-65-2,64978-95-6,65725-24-8,66512-93-4,67968-51-8,72904-80-4,77481-69-7,131615-73-1,138663-49-7,151214-39-0)

Guidance literature:

With bis(cyclopentadienyl)titanium (III) chloride; cyclohexa-1,4-diene;

DOI:10.1021/ja00173a045

upstream raw materials:

benzaldehyde

methyl-(α-D-lyxo-3-deoxy-hexopyranoside)

methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside

methyl-[O⁴,O⁶-((S)-benzylidene)-S-methyl-3-thio-β-D-idopyranoside]

Downstream raw materials:

methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-α-D-arabino-3-deoxy-hexopyranoside]

methyl-[O⁴,O⁶-((R)-benzylidene)-O²-(toluene-4-sulfonyl)-α-D-arabino-3-deoxy-hexopyranoside]

methyl (R)-3-deoxy-α-D-arabinohexopyranose

methyl 4,6-O-(phenylmethylene)-3-deoxy-α-D-erythro-hexopyranoside-2-ulose