(2E,8E,10Z,14E)-(1R,5R,17R)-5-(3,4-Dimethoxy-benzyloxymethyl)-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:(2E,8E,10Z,14E)-(1R,5R,17R)-5-(3,4-Dimethoxy-benzyloxymethyl)-3,11-dimethyl-19-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione
CAS No.:405176-43-4
Molecular Formula:C₃₂H₄₀O₇
Molecular Weight:536.665
Hs Code.:

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

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

Suppliers and Price of (2E,8E,10Z,14E)-(1R,5R,17R)-5-(3,4-Dimethoxy-benzyloxymethyl)-3,11-dimethyl-19-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 21 articles about (2E,8E,10Z,14E)-(1R,5R,17R)-5-(3,4-Dimethoxy-benzyloxymethyl)-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: 80.0%

: 405176-46-7
(2E,8E,10Z,14E)-(1R,5R,13R,17R)-5-(3,4-Dimethoxy-benzyloxymethyl)-13-hydroxy-3,11-dimethyl-19-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-7-one

: 405176-43-4
(2E,8E,10Z,14E)-(1R,5R,17R)-5-(3,4-Dimethoxy-benzyloxymethyl)-3,11-dimethyl-19-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraene-7,13-dione

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ja020635t

Reference yield:

: 405176-39-8
(R)-2-(3,4-Dimethoxy-benzyloxymethyl)-oxirane

: 405176-43-4
(2E,8E,10Z,14E)-(1R,5R,17R)-5-(3,4-Dimethoxy-benzyloxymethyl)-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 7 steps

1.1: t-BuLi / diethyl ether; pentane / -78 - -45 °C

1.2: 2-thienylcyanocuprate / diethyl ether; tetrahydrofuran; pentane / -78 - 45 °C

1.3: 40 percent / diethyl ether; tetrahydrofuran; pentane / 1.75 h / -45 - 0 °C

2.1: 96 percent / DCC; DMAP / CH₂Cl₂ / 0.5 h / 20 °C

3.1: 62 percent / HF*pyridine / tetrahydrofuran / 4 h / 20 °C

4.1: 95 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.67 h / 20 °C

5.1: 72 percent / NaHMDS / tetrahydrofuran / -78 - 0 °C

6.1: 62 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

7.1: 80 percent / Dess-Martin periodinane; sodium bicarbonate / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hexamethyldisilazane; sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 5.1: Horner-Wadsworth-Emmons macrocyclization;
DOI:10.1021/ja020635t

Reference yield:

: 405176-42-3
(2E,8E,10Z,14E)-(1R,5R,13R,17R)-13-(tert-Butyl-dimethyl-silanyloxy)-5-(3,4-dimethoxy-benzyloxymethyl)-3,11-dimethyl-19-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-7-one

: 405176-43-4
(2E,8E,10Z,14E)-(1R,5R,17R)-5-(3,4-Dimethoxy-benzyloxymethyl)-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 2 steps

1: 62 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

2: 80 percent / Dess-Martin periodinane; sodium bicarbonate / CH₂Cl₂ / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja020635t