3,6-anhydro-7-O-benzyl-2-deoxy-2-iodo-4,5-O-isopropylidene-D-allo-heptonate

Base Information

• Chemical Name: 3,6-anhydro-7-O-benzyl-2-deoxy-2-iodo-4,5-O-isopropylidene-D-allo-heptonate
• CAS No.: 99409-41-3
• Molecular Formula: C₁₉H₂₅IO₆
• Molecular Weight: 476.308
• Mol file: 99409-41-3.mol

Synonyms:3,6-anhydro-7-O-benzyl-2-deoxy-2-iodo-4,5-O-isopropylidene-D-allo-heptonate

Chemical Property of 3,6-anhydro-7-O-benzyl-2-deoxy-2-iodo-4,5-O-isopropylidene-D-allo-heptonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,6-anhydro-7-O-benzyl-2-deoxy-2-iodo-4,5-O-isopropylidene-D-allo-heptonate

There total 2 articles about 3,6-anhydro-7-O-benzyl-2-deoxy-2-iodo-4,5-O-isopropylidene-D-allo-heptonate 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: 61.0%

(Z)-ethyl-7-O-benzyl-4,5-O-isopropylidene-2,3-dideoxy-D-ribohept-2-enonate (99409-40-2) → 3,6-anhydro-7-O-benzyl-2-deoxy-2-iodo-4,5-O-isopropylidene-D-allo-heptonate (99409-41-3)

Guidance literature:

With iodine; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4039(00)98347-3

Reference yield:

5-O-benzyl-2,3-O-isopropylidene-D-ribofuranose (198969-39-0) → 3,6-anhydro-7-O-benzyl-2-deoxy-2-iodo-4,5-O-isopropylidene-D-allo-heptonate (99409-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂

2: 61 percent / I₂, NaHCO₃ / tetrahydrofuran; diethyl ether

With iodine; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)98347-3

upstream raw materials:

(Z)-ethyl-7-O-benzyl-4,5-O-isopropylidene-2,3-dideoxy-D-ribohept-2-enonate

5-O-benzyl-2,3-O-isopropylidene-D-ribofuranose