3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

Base Information

• Chemical Name: 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide
• CAS No.: 182923-98-4
• Molecular Formula: C₅₆H₅₁N₅O₁₃
• Molecular Weight: 1002.05
• Mol file: 182923-98-4.mol

Synonyms:3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

Chemical Property of 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

There total 15 articles about 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide 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:

3,6-di-O-benzyl-4-O-(chloroacetyl)-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182923-95-1) → 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182923-98-4)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; Yield given;

DOI:10.1016/0040-4039(96)01394-9

Reference yield:

3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182923-92-8) → 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182923-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: BF₃*Et₂O, mol. sieves 4 Angstroem / CH₂Cl₂

2: K₂CO₃ / CH₂Cl₂; methanol

With 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; In methanol; dichloromethane;

DOI:10.1016/0040-4039(96)01394-9

Reference yield:

2-((6S,7R,8aS)-8-benzyloxy-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione (129519-27-3) → 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide (182923-98-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / Na(CN)BH₃, mol. sieves 4 Angstroem / tetrahydrofuran / 0 °C

2: 95 percent / pyridine / CH₂Cl₂ / 0 °C

3: 91 percent / HF-pyridine, NBS / CH₂Cl₂ / 0 °C

4: BF₃*Et₂O, mol. sieves 4 Angstroem / CH₂Cl₂

5: K₂CO₃ / CH₂Cl₂; methanol

With pyridine; N-Bromosuccinimide; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium cyanoborohydride; potassium carbonate; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/0040-4039(96)01394-9

upstream raw materials:

3,6-di-O-benzyl-4-O-(chloroacetyl)-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

4-methoxy-phenol

ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

2-((6S,7R,8aS)-8-benzyloxy-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

Downstream raw materials:

4,6-O-benzylidene-2-O-(chloroacetyl)-3-O-(N-phenylcarbamoyl)-β-D-glucopyranosyl-(1→4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-3-O-benzyl-2-deoxy-6-O-(p-methoxyphenyl)-2-phthalimido-β-D-glucopyranosyl azide

C₇₈H₇₁ClN₆O₂₀