5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

Base Information

Chemical Name:5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester
CAS No.:292616-75-2
Molecular Formula:C₃₄H₄₁IO₃Si
Molecular Weight:652.688
Hs Code.:

5-iodo-pent-4-enoic acid 2-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

Synonyms:5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

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Chemical Property of 5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

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Technology Process of 5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

There total 8 articles about 5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl 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: 42.0%

: 292616-89-8
pent-4-ynoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

: 292616-75-2
5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

Guidance literature:: pent-4-ynoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester; With Schwartz's reagent; In dichloromethane; at 23 ℃; for 0.833333h;

With iodine; In tetrahydrofuran; dichloromethane; for 0.166667h; Further stages.;
DOI:10.1021/ol0062547

Reference yield:

: 292616-84-3
pent-4-ynoic acid 2-iodo-benzyl ester

: 292616-75-2
5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 9-BBN / tetrahydrofuran / 1.5 h / 23 °C

1.2: 50 percent / AsPh₃; Pd(dppf)Cl₂; CsCO₃ / tetrahydrofuran; dimethylformamide; H₂O / 1 h

2.1: 94 percent / Et₃N; 3HF*Et₃N / acetonitrile / 5 h / 23 °C

3.1: Et₃N; SO₃*py / CH₂Cl₂; dimethylsulfoxide / 12 h / 23 °C

4.1: 0.130 g / dimethylformamide / 3 h / 23 °C

5.1: 69 percent / imidazole / dimethylformamide / 16 h / 23 °C

6.1: Cp₂Zr(H)Cl / CH₂Cl₂ / 0.83 h / 23 °C

6.2: 42 percent / I₂ / CH₂Cl₂; tetrahydrofuran / 0.17 h

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; Schwartz's reagent; pyridine-SO₃ complex; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 1.1: Addition / 1.2: Addition / 2.1: Decomposition / 3.1: Oxidation / 4.1: Addition / 5.1: Addition / 6.1: Catalytic hydrogenation / 6.2: Iodination;
DOI:10.1021/ol0062547

Reference yield:

: 292616-86-5
pent-4-ynoic acid 2-(3-hydroxy-propyl)-benzyl ester

: 292616-75-2
5-iodo-pent-4-enoic acid 2-[3-(tert-butyl-diphenyl-silanyloxy)-hex-5-enyl]-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; SO₃*py / CH₂Cl₂; dimethylsulfoxide / 12 h / 23 °C

2.1: 0.130 g / dimethylformamide / 3 h / 23 °C

3.1: 69 percent / imidazole / dimethylformamide / 16 h / 23 °C

4.1: Cp₂Zr(H)Cl / CH₂Cl₂ / 0.83 h / 23 °C

4.2: 42 percent / I₂ / CH₂Cl₂; tetrahydrofuran / 0.17 h

With 1H-imidazole; Schwartz's reagent; pyridine-SO₃ complex; triethylamine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Oxidation / 2.1: Addition / 3.1: Addition / 4.1: Catalytic hydrogenation / 4.2: Iodination;
DOI:10.1021/ol0062547