para-F-TADDOL

Base Information

• Chemical Name: para-F-TADDOL
• CAS No.: 144109-63-7
• Molecular Formula: C₃₁H₂₆F₄O₄
• Molecular Weight: 538.539
• Mol file: 144109-63-7.mol

Synonyms:para-F-TADDOL

Chemical Property of para-F-TADDOL

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of para-F-TADDOL

There total 3 articles about para-F-TADDOL 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: 80.0%

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) + 1-Bromo-4-fluorobenzene (460-00-4) → para-F-TADDOL (144109-63-7)

Guidance literature:

1-Bromo-4-fluorobenzene; With iodine; magnesium; In tetrahydrofuran; Inert atmosphere; Reflux;

(-)-dimethy-2,3-O-isopropylidene-L-tartrate; In tetrahydrofuran; Inert atmosphere; Cooling with ice;

In tetrahydrofuran; for 1.5h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.5b02323

Reference yield:

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate (59779-75-8) → para-F-TADDOL (144109-63-7)

Guidance literature:

With magnesium; In tetrahydrofuran; Reflux;

DOI:10.1002/anie.201703109

Reference yield:

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) + 4-flourophenylmagnesium bromide (352-13-6) → para-F-TADDOL (144109-63-7)

Guidance literature:

In tetrahydrofuran;

DOI:10.1021/acs.orglett.9b04374

upstream raw materials:

(-)-dimethy-2,3-O-isopropylidene-L-tartrate

1-Bromo-4-fluorobenzene

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

4-flourophenylmagnesium bromide

Downstream raw materials:

(3aR,8aR)-6-(3-diphenylphosphanylbiphenyl-2-yloxy)-2,2-dimethyl-4,4,8,8-tetra(4-fluorophenyl)tetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Br^(1-)*C₃₇H₃₆F₄NO₂⁽¹⁺⁾

C₃₃H₂₉F₄NO₂

C₃₃H₂₄F₄N₂O₂