Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid

Base Information

• Chemical Name: Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid
• CAS No.: 74984-87-5
• Molecular Formula: C₁₅H₁₆O₇
• Molecular Weight: 308.288
• Mol file: 74984-87-5.mol

Synonyms:Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid

Chemical Property of Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid

There total 15 articles about Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid 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: 85.0%

N-(dichloromethylene)-N,N-diethylammonium chloride (59533-02-7) + 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-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid (74984-87-5)

Guidance literature:

With pyridine; In dichloromethane; at 25 ℃; for 5h;

Reference yield: 81.0%

methyl 4,6-O-benzylidene-α-D-allopyranoside (79549-74-9) + dichloromethylenedimethyliminium chloride (33842-02-3,529510-96-1) → methyl 2,3-O-carbonyl-4,6-O-benzylidene-α-D-alloside (14419-73-9,18390-85-7,19773-96-7,56155-88-5,59332-71-7,74560-57-9,74560-59-1,74984-87-5,82079-41-2,129263-19-0,129263-20-3)

Guidance literature:

With pyridine; In dichloromethane; at 25 ℃; for 0.5h;

Reference yield: 81.0%

dichloromethylenedimethyliminium chloride (33842-02-3,529510-96-1) + 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-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid (74984-87-5)

Guidance literature:

With pyridine; In dichloromethane; at 25 ℃; for 5h;

upstream raw materials:

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

methyl-4,6-O-phenylmethylene-2,3-thionocarbonyl-α-D-mannopyranoside

N-(dichloromethylene)-N,N-diethylammonium chloride

dichloromethylenedimethyliminium chloride

Refernces

• 1、 Copeland, Christopher,Stick, Robert V.. "The Reaction of N-Dichloromethylene-N,N-diethylammonium Chloride with Some Carbohydrate Alcohols and Diols". . p. 2541 - 2546. Retrieved 2007/10/02.
• 2、 Patroni, Joseph J.,Skelton, Brian W.,Stick, Robert V.,White, Allan H.. "The Reaction of Methyl 4,6-O-Isopropylidene-2,3-O-thiocarbonyl-α-D-mannoside with Methyl Iodide: a Synthesis of Methyl α-Tyveloside (Methyl 3,6-Dideoxy-α-D-arabino-hexopyranoside)". . p. 987 - 999. Retrieved 2007/10/02.