Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-D-mannopyranoside

Base Information

• Chemical Name: Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-D-mannopyranoside
• CAS No.: 85761-43-9
• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.358
• Mol file: 85761-43-9.mol

Synonyms:Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-D-mannopyranoside

Chemical Property of Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-D-mannopyranoside

There total 2 articles about Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-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: 88.0%

Acetone dipent-4-enyl acetal (157886-53-8) + methyl-4,6-O-phenylmethylene-α-D-mannopyranoside (3162-96-7,4148-58-7,4153-17-7,4288-93-1,5328-47-2,6988-39-2,13566-32-0,14155-23-8,27994-50-9,37093-57-5,37093-59-7,57701-27-6,59168-66-0,64552-06-3,65391-13-1,65391-14-2,65530-26-9,66512-65-0,71117-36-7,71117-37-8,71117-41-4,72904-85-9,74560-56-8,79549-74-9,86783-81-5,96093-51-5,98633-13-7,110415-35-5,110415-36-6,110850-29-8,124020-29-7,126924-12-7,129263-21-4,131433-03-9,145920-49-6,146863-04-9) → Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-D-mannopyranoside (85761-43-9)

Guidance literature:

With N-Bromosuccinimide; boron trifluoride diethyl etherate; In acetonitrile; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo00108a056

Reference yield: 61.0%

2,2-dimethoxy-propane (77-76-9) + methyl-4,6-O-phenylmethylene-α-D-mannopyranoside (3162-96-7,4148-58-7,4153-17-7,4288-93-1,5328-47-2,6988-39-2,13566-32-0,14155-23-8,27994-50-9,37093-57-5,37093-59-7,57701-27-6,59168-66-0,64552-06-3,65391-13-1,65391-14-2,65530-26-9,66512-65-0,71117-36-7,71117-37-8,71117-41-4,72904-85-9,74560-56-8,79549-74-9,86783-81-5,96093-51-5,98633-13-7,110415-35-5,110415-36-6,110850-29-8,124020-29-7,126924-12-7,129263-21-4,131433-03-9,145920-49-6,146863-04-9) → Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-D-mannopyranoside (85761-43-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; for 1.5h;

Reference yield: 86.0%

Methyl 4,6-O-benzylidene-2,3-O-isopropylidene-α-D-mannopyranoside (85761-43-9) → Methyl-4-O-benzoyl-6-brom-6-desoxy-2,3-O-isopropyliden-α-D-mannopyranosid (85726-75-6)

Guidance literature:

With N-Bromosuccinimide; barium carbonate; In tetrachloromethane; for 0.5h; Heating;

upstream raw materials:

2,2-dimethoxy-propane

methyl-4,6-O-phenylmethylene-α-D-mannopyranoside

Acetone dipent-4-enyl acetal

Downstream raw materials:

Methyl-4-O-benzoyl-6-brom-6-desoxy-2,3-O-isopropyliden-α-D-mannopyranosid

1,5-Anhydro-4-O-benzoyl-2-brom-2,6-didesoxy-3-O-formyl-D-arabino-hex-1-enit

Methyl-4-O-benzoyl-2-brom-2,6-didesoxy-β-D-glucopyranosid

4-O-Benzoyl-2-brom-2,6-didesoxy-3-O-formyl-α-D-clucopyranosylbromid