Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-mannopyranoside

Base Information

• Chemical Name: Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-mannopyranoside
• CAS No.: 117708-93-7
• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.278
• Mol file: 117708-93-7.mol

Synonyms:Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-mannopyranoside

Chemical Property of Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-mannopyranoside

There total 82 articles about Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-mannopyranoside 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: 86.0%

4,6-O-benzylidene-1-O-methyl-2-O-trifluoromethylsulfonate-α-D-glucopyranoside (129217-24-9) → 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)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 23 ℃; for 2h;

DOI:10.1021/jo00052a058

Reference yield: 85.0%

methyl 4,6-O-benzylidene-α-D-altropyranoside (71117-41-4) → 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)

Guidance literature:

With sodium hydroxide; p-toluenesulfonyl chloride; benzyltriethylammonium bromide; In dichloromethane; at 25 ℃; for 0.166667h;

DOI:10.1055/s-1985-31416

Reference yield: 76.0%

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → 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 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside (66537-92-6)

Guidance literature:

With p-toluenesulfonyl chloride; tetra(n-butyl)ammonium hydrogensulfate;

DOI:10.1016/0008-6215(88)80054-5

upstream raw materials:

methyl 4,6-O-(phenylmethylene)-2-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranoside

sodium phenylselenide

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

methyl-[O³-benzoyl-O⁴,O⁶-((R)-benzylidene)-O²-(toluene-4-sulfonyl)-α-D-glucopyranoside]

Downstream raw materials:

Methyl 4,6-O-benzylidene-2-deoxy-2-phenylselenyl-β-D-glucopyranoside

Methyl 4,6-O-benzylidene-3-deoxy-3-phenylselenyl-β-D-altropyranoside

Methyl 2-O-allyl-4,6-O-benzylidene-3-deoxy-β-D-erythro-hex-2-enopyranoside

Methyl 3-C-ally-4,6-O-benzylidene-β-D-arabino-hexopyranosid-3-ulose