(2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester
CAS No.:213194-85-5
Molecular Formula:C₄₆H₇₇NO₇Si₂
Molecular Weight:812.291
Hs Code.:

(2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester

Synonyms:(2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of (2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of (2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester

There total 19 articles about (2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-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: 67.0%

: (E)-4-(Diethoxy-phosphoryl)-but-2-enoic acid 2-trimethylsilanyl-ethyl ester

: 213195-44-9
[(5E,7E,10E)-(2S,13S,14R)-13-(1-Ethoxy-ethoxy)-2,8,10,14-tetramethyl-15-oxo-pentadeca-5,7,10-trienyl]-(4-methoxy-benzyl)-carbamic acid 2-trimethylsilanyl-ethyl ester

: 213194-85-5
(2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.7164/antibiotics.51.688

Reference yield:

: 13857-47-1
(E)-4-methylhept-3-en-6-yn-1-ol

: 213194-85-5
(2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 99 percent / dimethylformamide

2.1: 88 percent / I₂ / Cp₂ZrCl₂ / CH₂Cl₂

3.1: 99 percent / TBAF / tetrahydrofuran

4.1: tetrahydrofuran

4.2: 52 percent / NaOEt / Pd(PPh₃)4 / ethanol; benzene / Heating

5.1: Dess-Martin reagent / CH₂Cl₂

6.1: 58 percent / Buⁿ2BOTf; Et₃N / CH₂Cl₂

7.1: 85 percent / PPTS

8.1: 72 percent / LiBH₄ / methanol; tetrahydrofuran

9.1: Dess-Martin reagent / CH₂Cl₂

10.1: 67 percent / LiN(TMS)2 / tetrahydrofuran

With lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; iodine; pyridinium p-toluenesulfonate; Dess-Martin periodane; triethylamine; lithium hexamethyldisilazane; zirconocene dichloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Addition / 3.1: Hydrolysis / 4.1: Addition / 4.2: Addition / 5.1: Dess-Martin oxidation / 6.1: Evans aldol reaction / 7.1: Etherification / 8.1: Reduction / 9.1: Oxidation / 10.1: Wittig-Horner reaction;
DOI:10.7164/antibiotics.51.688

Reference yield:

: 13927-59-8
(E)-7-acetoxy-4-methylhept-4-en-1-yne

: 213194-85-5
(2E,4E,9E,12E,14E)-(6S,7S,18S)-7-(1-Ethoxy-ethoxy)-19-[(4-methoxy-benzyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-6,10,12,18-tetramethyl-nonadeca-2,4,9,12,14-pentaenoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 98 percent / KCN / ethanol

2.1: 99 percent / dimethylformamide

3.1: 88 percent / I₂ / Cp₂ZrCl₂ / CH₂Cl₂

4.1: 99 percent / TBAF / tetrahydrofuran

5.1: tetrahydrofuran

5.2: 52 percent / NaOEt / Pd(PPh₃)4 / ethanol; benzene / Heating

6.1: Dess-Martin reagent / CH₂Cl₂

7.1: 58 percent / Buⁿ2BOTf; Et₃N / CH₂Cl₂

8.1: 85 percent / PPTS

9.1: 72 percent / LiBH₄ / methanol; tetrahydrofuran

10.1: Dess-Martin reagent / CH₂Cl₂

11.1: 67 percent / LiN(TMS)2 / tetrahydrofuran

With potassium cyanide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; iodine; pyridinium p-toluenesulfonate; Dess-Martin periodane; triethylamine; lithium hexamethyldisilazane; zirconocene dichloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Deacetylation / 2.1: Etherification / 3.1: Addition / 4.1: Hydrolysis / 5.1: Addition / 5.2: Addition / 6.1: Dess-Martin oxidation / 7.1: Evans aldol reaction / 8.1: Etherification / 9.1: Reduction / 10.1: Oxidation / 11.1: Wittig-Horner reaction;
DOI:10.7164/antibiotics.51.688