benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside

Base Information

• Chemical Name: benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside
• CAS No.: 81148-76-7
• Molecular Formula: C₂₆H₃₃NO₁₁S
• Molecular Weight: 567.614
• Mol file: 81148-76-7.mol

Synonyms:benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside

Chemical Property of benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside

There total 3 articles about benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside 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: 89.0%

methanesulfonyl chloride (124-63-0) + benzyl 2-(benzyloxycarbonylamino)-2-deoxy-3-O--β-D-glucofuranoside (81148-68-7) → benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside (81148-76-7)

Guidance literature:

With pyridine; at -10 ℃; for 5h;

DOI:10.1016/S0008-6215(00)80687-4

Reference yield:

benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5,6-O-isopropylidene-3-O--β-D-glucofuranoside (80134-60-7) → benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside (81148-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 60 percent acetic acid / H₂O / 2 h / 45 °C / Heating

2: 89 percent / pyridine / 5 h / -10 °C

With pyridine; acetic acid; In water;

DOI:10.1016/S0008-6215(00)80687-4

Reference yield:

benzyl 2-(benzyloxycarbonyl)amino-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside (74072-31-4) → benzyl 2-(benzyloxycarbonylamino)-2-deoxy-6-O-mesyl-3-O--β-D-glucofuranoside (81148-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / diethyl ether / 1 h / Ambient temperature

2: 86 percent / 60 percent acetic acid / H₂O / 2 h / 45 °C / Heating

3: 89 percent / pyridine / 5 h / -10 °C

With pyridine; acetic acid; In diethyl ether; water;

DOI:10.1016/S0008-6215(00)80687-4

upstream raw materials:

methanesulfonyl chloride

benzyl 2-(benzyloxycarbonylamino)-2-deoxy-3-O--β-D-glucofuranoside

benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5,6-O-isopropylidene-3-O--β-D-glucofuranoside

benzyl 2-(benzyloxycarbonyl)amino-3-O-(D-1-carboxyethyl)-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

Downstream raw materials:

benzyl 2,6-dideoxy-2,6-di(eicosanoylamino)-3-O--5-O-(tetrahydropyran-2-yl)-β-D-glucofuranoside

(R)-2-{(2R,3R,4R,5R)-5-Benzyloxy-4-icosanoylamino-2-[(R)-2-icosanoylamino-1-(tetrahydro-pyran-2-yloxy)-ethyl]-tetrahydro-furan-3-yloxy}-propionic acid

benzyl 2-(benzyloxycarbonylamino)-2,6-dideoxy-6-(eicosanoylamino)-3-O--5-O-(tetrahydropyran-2-yl)-β-D-glucofuranoside

benzyl 2,6-dideoxy-2,6-di(hexadecanoylamino)-3-O--5-O-(tetrahydropyran-2-yl)-β-D-glucofuranoside