isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate

Base Information

• Chemical Name: isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate
• CAS No.: 1350893-56-9
• Molecular Formula: C₃₁H₄₇O₆PSi
• Molecular Weight: 574.77
• Mol file: 1350893-56-9.mol

Synonyms:isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate

Chemical Property of isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate

There total 8 articles about isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate 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: 28.0%

Tetraethyl methylenediphosphonate (1660-94-2) + isopropyl 7-(tert-butyldiphenylsilyloxy)-2-oxoheptanoate (1334217-97-8) → isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate (1334218-00-6) + isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate (1350893-56-9)

Guidance literature:

Tetraethyl methylenediphosphonate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

isopropyl 7-(tert-butyldiphenylsilyloxy)-2-oxoheptanoate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.75h; optical yield given as %de; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.03.071

Reference yield:

C26H35ClO4Si (1334217-94-5) → isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate (1334218-00-6) + isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate (1350893-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; magnesium / diethyl ether; toluene / 3.5 h / -60 - -20 °C / Inert atmosphere

2.1: sodium hydrogensulfite / diethyl ether; water / 0.08 h / Inert atmosphere

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 2.75 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; iodine; sodium hydrogensulfite; magnesium; diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; water; toluene;

DOI:10.1016/j.bmcl.2011.03.071

Reference yield:

C26H35IO4Si → isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate (1334218-00-6) + isopropyl 7-(tert-butyldiphenylsilyloxy)-2-(diethoxyphosphonomethenyl)heptanoate (1350893-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogensulfite / diethyl ether; water / 0.08 h / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2.75 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; sodium hydrogensulfite; diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; water;

DOI:10.1016/j.bmcl.2011.03.071

upstream raw materials:

C₂₆H₃₅ClO₄Si

Tetraethyl methylenediphosphonate

isopropyl 7-(tert-butyldiphenylsilyloxy)-2-oxoheptanoate

1 ,5-pentanediol

Refernces