(3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate

Base Information

Chemical Name:(3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate
CAS No.:1261423-19-1
Molecular Formula:C₅₅H₈₄O₁₆Si
Molecular Weight:1029.35
Hs Code.:

(3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate

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Chemical Property of (3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate

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Technology Process of (3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate

There total 4 articles about (3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate 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:

: C₅₅H₈₆O₁₇Si

: 1261423-19-1
(3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate

Guidance literature:: C₅₅H₈₆O₁₇Si; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

With dmap; In tetrahydrofuran; toluene; at 40 ℃; for 14h;
DOI:10.1021/ja110198y

Reference yield:

: 1261423-15-7
(E)-methyl 2-((2S,3S,6S)-3-acetoxy-2-((E)-4-((2R,6S)-6-(((2S,4S,6R)-4-acetoxy-6-((R)-4-(tert-butylthio)-2-hydroxy-4-oxobutyl)-2-methoxy-3,3-dimethyltetrahydro-2H-pyran-2-yl)methyl)-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylbut-3-en-2-yl)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-methoxydihydro-2H-pyran-4(3H)-ylidene) acetate

: 1261423-19-1
(3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; dihydrogen peroxide; lithium hydroxide / tetrahydrofuran / 1 h / 0 °C

2.1: dmap / dichloromethane / 1 h / -15 °C

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0 °C / pH 8 / aq. phosphate buffer

4.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 0 - 20 °C

4.2: 14 h / 40 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; water; dihydrogen peroxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja110198y

Reference yield:

: 1261423-17-9
(R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,3S,6S,E)-3-acetoxy-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-methoxy-4-(2-methoxy-2-oxoethylidene)tetrahydro-2H-pyran-2-yl)-3-methylbut-1-en-1-yl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-6-methoxy-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-((triethylsilyl)oxy)butanoic acid

: 1261423-19-1
(3S,7R,8E,11S,12S,13E,15S,17R,21R,23S,25S)-17-((R)-1-((benzyloxy)methoxy)ethyl)-1,11-dimethoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19-oxo-21-((triethylsilyl)oxy)-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,25-diyl diacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0 °C / pH 8 / aq. phosphate buffer

2.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 0 - 20 °C

2.2: 14 h / 40 °C

With 2,4,6-trichlorobenzoyl chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja110198y