3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose

Base Information

• Chemical Name: 3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose
• CAS No.: 115173-40-5
• Molecular Formula: C₃₀H₃₄N₆O₁₀
• Molecular Weight: 638.634
• Mol file: 115173-40-5.mol

Synonyms:

Chemical Property of 3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose

There total 1 articles about 3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose 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: 70.0%

((3aR,5R,65,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate (6612-91-5) + 3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-L-idopyranosyl chloride (115225-34-8) → 3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-α-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose + 3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose (115173-40-5)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In dichloromethane; for 28h; Ambient temperature;

DOI:10.1016/0008-6215(88)85087-0

Reference yield:

3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose (115173-40-5) → Benzoic acid (2R,3S,4R)-3-((2R,3R,4R,5R,6S)-4-acetoxy-3-azido-6-azidomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-4,5-dihydroxy-tetrahydro-furan-2-ylmethyl ester

Guidance literature:

With hydrogenchloride; In acetic acid; for 2.5h; Ambient temperature;

DOI:10.1016/0008-6215(88)85087-0

Reference yield:

3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose (115173-40-5) → 1,2-di-O-acetyl-3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-D-ribofuranose

Guidance literature:

Multi-step reaction with 2 steps

1: 2 M HCl / acetic acid / 2.5 h / Ambient temperature

2: pyridine

With pyridine; hydrogenchloride; In acetic acid;

DOI:10.1016/0008-6215(88)85087-0

upstream raw materials:

((3aR,5R,65,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-L-idopyranosyl chloride