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

Base Information

• Chemical Name: Benzyl-2,3-O-isopropyliden-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-α-L-rhamnopyranosid
• CAS No.: 101981-41-3
• Molecular Formula: C₂₈H₃₇N₃O₁₂
• Molecular Weight: 607.615
• Mol file: 101981-41-3.mol

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

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

There total 2 articles about Benzyl-2,3-O-isopropyliden-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: 55.0%

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (53270-14-7) + 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-((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 (101981-41-3) + Acetic acid (2R,3S,4R,5S,6R)-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

Guidance literature:

silver silicate;

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

Reference yield:

benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (53270-14-7) + acetic anhydride (108-24-7) + 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide (95451-93-7) → 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-2,3-O-isopropyliden-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-mannopyranosyl)-α-L-rhamnopyranosid (101981-19-5)

Guidance literature:

With molecular sieve; silver silicate; Yield given. Multistep reaction. Yields of byproduct given; 1.) toluene, 0 deg C, 3 d, 2.) pyridine, 0 deg C, 7 h;

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;

upstream raw materials:

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

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

acetic anhydride

Downstream raw materials:

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

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

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

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