Benzyl-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid

Base Information

• Chemical Name: Benzyl-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid
• CAS No.: 101981-21-9
• Molecular Formula: C₂₅H₃₃N₃O₁₂
• Molecular Weight: 567.55
• Mol file: 101981-21-9.mol

Synonyms:Benzyl-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid

Chemical Property of Benzyl-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid

There total 4 articles about Benzyl-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid 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: 100.0%

Benzyl-2,3-O-isopropyliden-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid (101981-41-3) → Benzyl-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid (101981-21-9)

Guidance literature:

With water; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.0833333h;

Reference yield:

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (53270-14-7) → Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-((2S,3R,4S,5R,6R)-6-benzyloxy-4,5-dihydroxy-2-methyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-4-yl ester (101981-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / silver silicate

2: H₃O(+)

With oxonium; silver silicate;

DOI:10.1016/S0040-4039(00)95120-7

Reference yield:

3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide (95451-93-7) → Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-((2S,3R,4S,5R,6R)-6-benzyloxy-4,5-dihydroxy-2-methyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-4-yl ester (101981-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / silver silicate

2: H₃O(+)

With oxonium; silver silicate;

DOI:10.1016/S0040-4039(00)95120-7

upstream raw materials:

Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-((3aR,4R,6S,7S,7aR)-4-benzyloxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tetrahydro-pyran-4-yl ester

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide

Benzyl-2,3-O-isopropyliden-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid

Downstream raw materials:

Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-6-((2S,3R,4R,5R,6R)-5-acetoxy-6-benzyloxy-4-hydroxy-2-methyl-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-azido-tetrahydro-pyran-4-yl ester

Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-((3aR,4R,6S,7S,7aR)-4-benzyloxy-2-ethoxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tetrahydro-pyran-4-yl ester

Benzyl-2-O-acetyl-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-O-<(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-(1->4)>-α-L-rhamnopyranosid

Benzyl-2-O-acetyl-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->3)-O-<(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-(1->4)>-α-L-rhamnopyranosid