methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside
• CAS No.: 90706-18-6
• Molecular Formula: C₁₇H₂₃NO₈S
• Molecular Weight: 401.438
• Mol file: 90706-18-6.mol

Synonyms:methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside

Chemical Property of methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside

There total 3 articles about methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside 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:

methyl-3-deoxyamino-4,6-dioxabenzylidene-α-D-altropyranose (71184-15-1) + acetic anhydride (108-24-7) + methanesulfonyl chloride (124-63-0) → methyl-[3-acetylamino-O4,O6-((R)-benzylidene)-O2-methanesulfonyl-3-deoxy-α-D-altropyranoside] (90706-18-6,111443-61-9)

Guidance literature:

With pyridine; acetic acid; Reaktion ueber zwei Stufen;

DOI:10.1021/jo01369a026

Reference yield:

→ methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside (90706-18-6)

Guidance literature:

Methyl-3-acetamino-4,6-O-benzyliden-3-desoxy-α-D-glucopyranosid, Methansulfonylchlorid, Py.;

DOI:10.1039/jr9640001614

Reference yield:

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-acetylamino-O4,O6-((R)-benzylidene)-O2-methanesulfonyl-3-deoxy-α-D-altropyranoside] (90706-18-6,111443-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia; methanol / 130 °C

2: aqueous acetic acid; pyridine / Reaktion ueber zwei Stufen

With pyridine; methanol; ammonia; acetic acid;

DOI:10.1021/jo01369a026

upstream raw materials:

methyl-3-deoxyamino-4,6-dioxabenzylidene-α-D-altropyranose

acetic anhydride

methanesulfonyl chloride

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

Downstream raw materials:

swainsonine

3-acetamido-2,4,5-tri-O-benzyl-3-deoxy-6-O-tosyl-D-mannose diethyl dithioacetal

swainsonine tribenzylate

(1S,2R,8R,8aR)-1,2,8-tris(benzyloxy)hexahydroindolizin-5(1H)-one