Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside
• CAS No.: 96016-67-0
• Molecular Formula: C₂₇H₂₉NO₇
• Molecular Weight: 479.53
• Mol file: 96016-67-0.mol

Synonyms:Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside

Chemical Property of Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside

There total 1 articles about Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside 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:

allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside (114853-29-1) → Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside (96016-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / p-toluenesulfonic acid / acetone / 2 h

2: 82 percent / NaH / tetrahydrofuran / 3 h / Heating

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetone;

Reference yield: 76.0%

Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside (96016-67-0) → allyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (89067-86-7)

Guidance literature:

With acetic acid; In methanol; Ambient temperature;

Reference yield:

Allyl 3-O-benzyl-2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside (96016-67-0) → Allyl 6-O-<4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (155194-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / aq. 50percent acetic acid / methanol / Ambient temperature

2: 61 percent / trimethylsilyl trifluoromethanesulfonate, molecular sieves 4A / CH₂Cl₂ / 3 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; acetic acid; In methanol; dichloromethane;

upstream raw materials:

allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

Downstream raw materials:

allyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Allyl 6-O-<4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside