2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl ester

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Chemical Name:2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl ester
CAS No.:903514-48-7
Molecular Formula:C₄₃H₅₃IN₄O₄Si
Molecular Weight:844.908
Hs Code.:

Synonyms:2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl ester

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Chemical Property of 2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl ester

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Technology Process of 2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl ester

There total 12 articles about 2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl 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: 82.0%

: 903514-47-6
(5Z,8Z,11Z,14Z)-17-Hydroxy-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide

: 156741-98-9
2-azido-5-iodobenzoic acid

: 903514-48-7
2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/j.bmcl.2006.04.059

Reference yield:

: 903514-43-2
7-(trimethylsilyl)hepta-3,6-diyn-1-ol

: 903514-48-7
2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

2: 45 percent / CuI; NaI; Cs₂CO₃ / dimethylformamide / 18 h / 35 °C

3: 47 percent / H₂ / P-2 Ni / ethanol / 8 h / 13 °C

4: 81 percent / DMAP; NEt₃ / CH₂Cl₂ / 15 h / 20 °C

5: 96 percent / LiOH / methanol / 22 h / 55 °C

6: i-BuOCOCl; NMN / acetonitrile / 3 h / -5 °C

7: 65 percent / hexafluoro-2-propanol / 12 h / 20 °C

8: 82 percent / DCC; DMAP / CH₂Cl₂ / 15 h / 20 °C

With dmap; lithium hydroxide; copper(l) iodide; 1,1,1,3',3',3'-hexafluoro-propanol; nicotinamide mononucleotide; tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; triethylamine; dicyclohexyl-carbodiimide; sodium iodide; isobutyl chloroformate; P-2 Ni; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2006.04.059

Reference yield:

: 903514-42-1
17-hydroxy-heptadeca-5,8,11,14-tetraynoic acid methyl ester

: 903514-48-7
2-Azido-5-iodo-benzoic acid (3Z,6Z,9Z,12Z)-16-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethylcarbamoyl]-hexadeca-3,6,9,12-tetraenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 47 percent / H₂ / P-2 Ni / ethanol / 8 h / 13 °C

2: 81 percent / DMAP; NEt₃ / CH₂Cl₂ / 15 h / 20 °C

3: 96 percent / LiOH / methanol / 22 h / 55 °C

4: i-BuOCOCl; NMN / acetonitrile / 3 h / -5 °C

5: 65 percent / hexafluoro-2-propanol / 12 h / 20 °C

6: 82 percent / DCC; DMAP / CH₂Cl₂ / 15 h / 20 °C

With dmap; lithium hydroxide; 1,1,1,3',3',3'-hexafluoro-propanol; nicotinamide mononucleotide; hydrogen; triethylamine; dicyclohexyl-carbodiimide; isobutyl chloroformate; P-2 Ni; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2006.04.059