phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Base Information

• Chemical Name: phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside
• CAS No.: 354152-85-5
• Molecular Formula: C₂₉H₂₃NO₈
• Molecular Weight: 513.504
• Mol file: 354152-85-5.mol

Synonyms:phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Chemical Property of phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

There total 4 articles about phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 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: 66.9%

benzoyl chloride (98-88-4) + phthalimidomethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (354152-84-4) → phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (354152-85-5)

Guidance literature:

With pyridine; at 0 ℃; for 3h;

DOI:10.1016/S0008-6215(01)00088-X

Reference yield:

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione (118-29-6) → phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (354152-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 76.3 percent / BF₃*Et₂O / benzene / 1.25 h / 20 °C

2: 86 percent / Et₃N; MeOH; water / 5 h / 20 °C

3: 66.9 percent / pyridine / 3 h / 0 °C

With pyridine; methanol; boron trifluoride diethyl etherate; water; triethylamine; In benzene;

DOI:10.1016/S0008-6215(01)00088-X

Reference yield:

D-glucal triacetate (2873-29-2) → phthalimidomethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (354152-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 76.3 percent / BF₃*Et₂O / benzene / 1.25 h / 20 °C

2: 86 percent / Et₃N; MeOH; water / 5 h / 20 °C

3: 66.9 percent / pyridine / 3 h / 0 °C

With pyridine; methanol; boron trifluoride diethyl etherate; water; triethylamine; In benzene;

DOI:10.1016/S0008-6215(01)00088-X

upstream raw materials:

benzoyl chloride

phthalimidomethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione

phthalimidomethyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Downstream raw materials:

phthalimidomethyl 4,6-di-O-benzoyl-α-D-mannopyranoside