n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS No.: 385422-09-3
• Molecular Formula: C₃₃H₃₃NO₈
• Molecular Weight: 571.627

Synonyms:n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property of n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property:

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Technology Process of n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 3 articles about n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-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: 88.0%

n-pentenyl 3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside (385422-25-3) → n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (385422-09-3)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 2.5h;

DOI:10.1021/jo015987h

Reference yield:

benzoyl chloride (98-88-4) → n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (385422-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / DMAP / CH₂Cl₂ / 2 h / 20 °C

2: 88 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 2.5 h / 0 - 20 °C

With triethylsilane; dmap; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo015987h

Reference yield:

n-pentenyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside (148628-03-9) → n-pentenyl 3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (385422-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / DMAP / CH₂Cl₂ / 2 h / 20 °C

2: 88 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 2.5 h / 0 - 20 °C

With triethylsilane; dmap; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo015987h

upstream raw materials:

n-pentenyl 3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

benzoyl chloride

n-pentenyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Downstream raw materials:

n-pentenyl 2-O-(2-(azidomethyl)benzoyl)-3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

n-pentenyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzoyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

3-O-benzoyl-6-O-benzyl-4-O-levulinoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

3-O-benzoyl-6-O-benzyl-4-O-levulinoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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