(1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one

Base Information

Chemical Name:(1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one
CAS No.:1379586-84-1
Molecular Formula:C₃₈H₅₀O₇
Molecular Weight:618.811
Hs Code.:

(1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one

Synonyms:(1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one

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Chemical Property of (1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one

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Technology Process of (1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one

There total 3 articles about (1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one 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: 50.0%

: 1198463-56-7
(1R,3S,7S,9S,10S,12S,15Z,18R)-10-hydroxy-12-{(1S,2E)-1-[(4-methoxybenzyl)oxy]-3-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]allyl}-3-methyl-5-methylene-8,13,22-trioxatricyclo[16.3.1.0(7,9)]docosa-15,19-dien-14-one

: 1379586-84-1
(1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one

Guidance literature:: With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/chem.201102899

Reference yield:

: 1198463-55-6
(1R,3Z,7S,9S,10E,15S,17R)-7-{(1S,2E)-1-(4-methoxybenzyloxy)-3-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]allyl}-9-(methoxymethoxy)-15-methyl-13-methylene-6,21-dioxabicyclo[15.3.1]henicosa-3,10,19-trien-5-one

: 1379586-84-1
(1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridinium p-toluenesulfonate / tert-butyl alcohol / 8 h / 85 °C / Inert atmosphere

2.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate / dodecane; dichloromethane / 1 h / -20 °C / Molecular sieve; Inert atmosphere

2.2: 1 h / 0 °C / Molecular sieve; Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; dodecane; dichloromethane; mineral oil; tert-butyl alcohol; 2.1: Sharpless epoxidation;
DOI:10.1002/chem.201102899

Reference yield:

: 1198463-36-3
(1R,3Z,7S,9S,10E,15S,17R)-7-{(1S,2E)-1-(4-methoxybenzyloxy)-3-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]allyl}-9-hydroxy-15-methyl-13-methylene-6,21-dioxabicyclo[15.3.1]henicosa-3,10,19-trien-5-one

: 1379586-84-1
(1R,3Z,7S,8E,13S,15R)-7-{(2S,3S,4E)-2-hydroxy-3-(4-methoxybenzyloxy)-5-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]pent-4-enyl}-13-methyl-11-methylene-6,19-dioxabicyclo[13.3.1]nonadeca-3,8,17-trien-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate / dodecane; dichloromethane / 1 h / -20 °C / Molecular sieve; Inert atmosphere

1.2: 1 h / 0 °C / Molecular sieve; Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; sodium hydride; In tetrahydrofuran; dodecane; dichloromethane; mineral oil; 1.1: Sharpless epoxidation;
DOI:10.1002/chem.201102899