6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Base Information

• Chemical Name: 6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol
• CAS No.: 452915-76-3
• Molecular Formula: C₅₇H₆₃N₃O₁₀S
• Molecular Weight: 982.207

Synonyms:6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Chemical Property of 6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

There total 2 articles about 6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol 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: 66.0%

phenylmethanethiol (100-53-8) + 6-O-(4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol (452915-74-1) → 6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol (452915-76-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In benzene; at 20 - 70 ℃; for 18h;

DOI:10.1016/S0040-4020(02)00359-9

Reference yield:

6-O-(4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-1,2-O-(L-1,7,7-trimethyl[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol → 6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol (452915-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / CF₃COOH / CHCl₃ / 16 h

2: 66 percent / 2,2'-azobisisobutyronitrile / benzene / 18 h / 20 - 70 °C

With 2,2'-azobis(isobutyronitrile); trifluoroacetic acid; In chloroform; benzene;

DOI:10.1016/S0040-4020(02)00359-9

Reference yield:

6-O-(2-azido-4-O-{3-(benzylthio)propyl}-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol (452915-76-3) → (3aS,4R,5S,6S,7R,7aR)-4-[(2R,3R,4R,5S,6R)-3-Azido-4-benzyloxy-6-benzyloxymethyl-5-(3-benzylsulfanyl-propoxy)-tetrahydro-pyran-2-yloxy]-5,6,7-tris-benzyloxy-2-oxo-hexahydro-2λ5-benzo[1,3,2]dioxaphosphol-2-ol

Guidance literature:

With pyridine; methyl dichlorophosphoridate; for 2h;

DOI:10.1016/S0040-4020(02)00359-9

upstream raw materials:

phenylmethanethiol

6-O-(4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

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