(1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

Base Information

Chemical Name:(1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione
CAS No.:1175034-53-3
Molecular Formula:C₃₁H₃₈O₆
Molecular Weight:506.639
Hs Code.:

Synonyms:(1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

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Chemical Property of (1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

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Technology Process of (1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

There total 28 articles about (1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione 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: 85.0%

: 1227307-17-6
(2E,4Z)-((2S,E)-1-(4-methoxybenzyloxy)-4-methyl-5-((2S,6R)-4-methylene-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)pent-4-en-2-yl) 8-(diethoxyphosphoryl)-5-methyl-7-oxoocta-2,4-dienoate

: 1175034-53-3
(1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

Guidance literature:: With 0.8H₂O*BaH₂O₂; In hexane; water; at 0 - 20 ℃; for 1h;
DOI:10.1021/ol100665m

Reference yield: 48.0%

: 1175034-51-1
C₃₁H₄₀O₇

: 1175034-53-3
(1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

Guidance literature:: C₃₁H₄₀O₇; With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; 1-ethoxyacetylene; In hexane; acetone; at 0 ℃; for 1h;

With toluene-4-sulfonic acid; In toluene; for 2h;
DOI:10.1021/ol901167g

Reference yield:

: 1227307-15-4
(Z)-diethyl 2-hydroxy-6-(4-methoxy benzyloxy)-4-methyl hex-4-enyl phosphonate

: 1175034-53-3
(1S,2E,5S,8E,10Z,14E,17S)-5-((4-methoxybenzyloxy)methyl)-3,11-dimethyl-19-methylene-6,21-dioxa bicyclo [15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: dmap / N,N-dimethyl-formamide / 36 h / 20 °C

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1.67 h / 0 °C

2.2: 0.67 h / -78 °C

2.3: 1.75 h / -78 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C

3.2: 1.5 h / 0 °C

4.1: water; sodium hydroxide / ethanol / 25 h / 0 - 20 °C

5.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene; acetonitrile / 1.5 h / 20 °C

5.2: 18 h / 20 °C

6.1: pyridine hydrogenfluoride / tetrahydrofuran / 14 h / 0 - 20 °C

7.1: Dess-Martin periodane / dichloromethane / 3.5 h / 20 °C

8.1: 0.8H₂O*BaH₂O₂ / tetrahydrofuran; water; toluene / 1 h / 0 - 20 °C

With dmap; n-butyllithium; 0.8H₂O*BaH₂O₂; 2,4,6-trichlorobenzoyl chloride; water; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 2.2: |Swern Oxidation / 2.3: |Swern Oxidation;
DOI:10.1002/chem.201202553