(3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene

Base Information

Chemical Name:(3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene
CAS No.:625450-94-4
Molecular Formula:C₂₆H₄₅NO₇Si
Molecular Weight:511.731
Hs Code.:

Synonyms:(3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene

Suppliers and Price of (3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene

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 (3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene

There total 14 articles about (3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene 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:

: 1779-49-3
Methyltriphenylphosphonium bromide

: 474411-12-6
(2R,3R,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-7-(2,3,6-trimethoxy-5-nitro-phenyl)-heptanal

: 625450-94-4
(3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene

Guidance literature:: Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In diethyl ether; at 0 - 20 ℃;

(2R,3R,4S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6-dimethyl-7-(2,3,6-trimethoxy-5-nitro-phenyl)-heptanal; In diethyl ether; at -78 - 20 ℃;
DOI:10.1021/jo034870l

Reference yield:

: 326606-16-0
(3S,5S,6S)-3-[(1S,3R)-1-hydroxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

: 625450-94-4
(3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene

Guidance literature:: Multi-step reaction with 14 steps

1.1: 91 percent / proton sponge / CH₂Cl₂ / 8 h / 20 °C

2.1: 89 percent / methanol; tetrahydrofuran / 2.5 h / 0 °C

3.1: 95 percent / ceric ammonium nitrate (CAN); H₂O / acetonitrile / 0.5 h / 0 °C

4.1: 99 percent / imidazole / dimethylformamide / 18 h / 20 °C

5.1: 90 percent / DIBAL-H / CH₂Cl₂; toluene / 3 h / -78 °C

6.1: 80 percent / CH₂Cl₂ / 2.5 h / -78 °C

7.1: 97 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

8.1: NaHMDS / diethyl ether / 1 h / 0 - 20 °C

8.2: 98 percent / diethyl ether / 2 h / 20 °C

9.1: 99 percent / aq. HF / acetonitrile / 3 h / 20 °C

10.1: BH₃*THF / tetrahydrofuran / 2.25 h / -5 °C

10.2: 78 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran; methanol / 2 h / 0 - 20 °C

11.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

12.1: 80 percent / CSA / methanol; CH₂Cl₂ / 2.5 h / 0 °C

13.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 0 °C

14.1: NaHMDS / diethyl ether / 0 - 20 °C

14.2: 96 mg / diethyl ether / -78 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; borane-THF; Proton Sponge; ammonium cerium(IV) nitrate; camphor-10-sulfonic acid; hydrogen fluoride; water; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 8.2: Wittig reaction;
DOI:10.1021/jo034870l

Reference yield:

: 326606-26-2
(3S,5S,6S)-3-[(1S,3R)-1-methoxy-3-methyl-4-(5-nitro-2,3,6-trimethoxy-phenyl)-butyl]-5,6-bis-(4-methoxy-phenyl)-[1,4]dioxan-2-one

: 625450-94-4
(3S,4R,5S,7R)-4-(tert-butyldimethylsilanoxy)-3,7-dimethyl-5-methoxy-8-(5-nitro-2,3,6-trimethoxyphenyl)octene

Guidance literature:: Multi-step reaction with 13 steps

1.1: 89 percent / methanol; tetrahydrofuran / 2.5 h / 0 °C

2.1: 95 percent / ceric ammonium nitrate (CAN); H₂O / acetonitrile / 0.5 h / 0 °C

3.1: 99 percent / imidazole / dimethylformamide / 18 h / 20 °C

4.1: 90 percent / DIBAL-H / CH₂Cl₂; toluene / 3 h / -78 °C

5.1: 80 percent / CH₂Cl₂ / 2.5 h / -78 °C

6.1: 97 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

7.1: NaHMDS / diethyl ether / 1 h / 0 - 20 °C

7.2: 98 percent / diethyl ether / 2 h / 20 °C

8.1: 99 percent / aq. HF / acetonitrile / 3 h / 20 °C

9.1: BH₃*THF / tetrahydrofuran / 2.25 h / -5 °C

9.2: 78 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran; methanol / 2 h / 0 - 20 °C

10.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

11.1: 80 percent / CSA / methanol; CH₂Cl₂ / 2.5 h / 0 °C

12.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 0 °C

13.1: NaHMDS / diethyl ether / 0 - 20 °C

13.2: 96 mg / diethyl ether / -78 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; borane-THF; ammonium cerium(IV) nitrate; camphor-10-sulfonic acid; hydrogen fluoride; water; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 7.2: Wittig reaction;
DOI:10.1021/jo034870l