Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester

Base Information

• Chemical Name: Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester
• CAS No.: 145012-59-5
• Molecular Formula: C₅₀H₇₃N₂O₅PSi
• Molecular Weight: 841.199

Synonyms:Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester

Chemical Property of Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester

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Technology Process of Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester

There total 4 articles about Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester 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:

bis(2-cyanoethyl) diisopropylamidophosphite (102690-88-0) + (S)-3-(tert-butyldiphenylsilanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propanol (145012-58-4) → Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester (145012-59-5)

Guidance literature:

With 1H-tetrazole; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1016/S0040-4020(01)86589-3

Reference yield:

(R)-3-hydroxy-2-<(2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraene-1-yloxy>-propanoic acid → Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester (145012-59-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N(C₂H₅)3, 4-dimethylaminopyridine / CH₂Cl₂ / 21 h / 20 °C

2: 432.1 mg / DIBAH / CH₂Cl₂; toluene / 1) 0 deg C, 1 h, 2) 20 deg C, 2 h

3: 1H-tetrazole / acetonitrile / 0.75 h / 20 °C

With 1H-tetrazole; dmap; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene; acetonitrile;

DOI:10.1016/S0040-4020(01)86589-3

Reference yield:

tert-butyldipenylsilanyl (R)-3-(tert-butyldiphenylsilanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propanoate (145012-55-1) → Phosphorous acid (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl ester bis-(2-cyano-ethyl) ester (145012-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 432.1 mg / DIBAH / CH₂Cl₂; toluene / 1) 0 deg C, 1 h, 2) 20 deg C, 2 h

2: 1H-tetrazole / acetonitrile / 0.75 h / 20 °C

With 1H-tetrazole; diisobutylaluminium hydride; In dichloromethane; toluene; acetonitrile;

DOI:10.1016/S0040-4020(01)86589-3

upstream raw materials:

bis(2-cyanoethyl) diisopropylamidophosphite

(S)-3-(tert-butyldiphenylsilanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propanol

tert-butyldipenylsilanyl (R)-3-(tert-butyldiphenylsilanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propanoate

tert-butylchlorodiphenylsilane

Downstream raw materials:

(R)-3-(tert-butyldiphenylsilanyloxy)-2-((2Z,6E,13E)-3,8,8,14,18-pentamethyl-11-methylene-nonadeca-2,6,13,17-tetraenyloxy)-propyl phosphate

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