2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-glucopyranoside

Base Information

• Chemical Name: 2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-glucopyranoside
• CAS No.: 888487-40-9
• Molecular Formula: C₄₅H₈₂FO₉PSi₄
• Molecular Weight: 929.455
• Mol file: 888487-40-9.mol

Synonyms:2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-glucopyranoside

Chemical Property of 2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-glucopyranoside

There total 3 articles about 2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-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: 53.0%

→ 2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-glucopyranoside (888487-40-9)

Guidance literature:

Reference yield:

3,4,6,7-tetra-O-TBDMS-6-D-glycero-D-heptosylglycal (888487-39-6) + sodium dibenzyl phosphate (97174-13-5) → 2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-glucopyranoside (888487-40-9) + C45H82FO9PSi4

Guidance literature:

With 15-crown-5; nitromethane; at 60 ℃; for 4h; Overall yield = 70 %;

DOI:10.1002/ijch.201400148

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-deoxy-2-fluoro-3,4,6,7-tetra-O-TBDMS-6-D-glycero-β-1-(dibenzyphosphoryl)-D-hepto-glucopyranoside (888487-40-9) + C45H82FO9PSi4

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium / methanol / 20 °C

1.2: 0 - 20 °C

2.1: 15-crown-5; nitromethane / 4 h / 60 °C

With 15-crown-5; nitromethane; sodium; In methanol;

DOI:10.1002/ijch.201400148

upstream raw materials:

3,4,6,7-tetra-O-TBDMS-6-D-glycero-D-heptosylglycal

sodium dibenzyl phosphate

tert-butyldimethylsilyl chloride