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(1R,2S,3S,5S,6R,7S)-4,10-dioxa-3-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxy]-5-[(3',4',5')-trimethoxyphenyl]-tricyclo[5.2.1.02,6]dec-8-en-3-ol

Base Information
  • Chemical Name:(1R,2S,3S,5S,6R,7S)-4,10-dioxa-3-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxy]-5-[(3',4',5')-trimethoxyphenyl]-tricyclo[5.2.1.02,6]dec-8-en-3-ol
  • CAS No.:481725-17-1
  • Molecular Formula:C35H50O9SSi
  • Molecular Weight:674.928
  • Hs Code.:
(1R,2S,3S,5S,6R,7S)-4,10-dioxa-3-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxy]-5-[(3',4',5')-trimethoxyphenyl]-tricyclo[5.2.1.0<sup>2,6</sup>]dec-8-en-3-ol

Synonyms:(1R,2S,3S,5S,6R,7S)-4,10-dioxa-3-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxy]-5-[(3',4',5')-trimethoxyphenyl]-tricyclo[5.2.1.02,6]dec-8-en-3-ol

Suppliers and Price of (1R,2S,3S,5S,6R,7S)-4,10-dioxa-3-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxy]-5-[(3',4',5')-trimethoxyphenyl]-tricyclo[5.2.1.02,6]dec-8-en-3-ol
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Chemical Property of (1R,2S,3S,5S,6R,7S)-4,10-dioxa-3-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxy]-5-[(3',4',5')-trimethoxyphenyl]-tricyclo[5.2.1.02,6]dec-8-en-3-ol
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Technology Process of (1R,2S,3S,5S,6R,7S)-4,10-dioxa-3-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxy]-5-[(3',4',5')-trimethoxyphenyl]-tricyclo[5.2.1.02,6]dec-8-en-3-ol

There total 10 articles about (1R,2S,3S,5S,6R,7S)-4,10-dioxa-3-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxy]-5-[(3',4',5')-trimethoxyphenyl]-tricyclo[5.2.1.02,6]dec-8-en-3-ol 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:
Guidance literature:
1-bromo-3-methoxy-4-propoxy-5-(2'-tert-butyldimethylsilyloxyethanesulfanyl)benzene; With tert.-butyl lithium; In pentane; at -78 ℃; for 0.5h;
(1R,2S,5S,6R,7S)-5-[(3',4',5')-trimethoxyphenyl]-4,10-dioxatricyclo[5.2.1.02,6]dec-8-en-3-one; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h;
DOI:10.1016/S0957-4166(02)00334-8
Guidance literature:
Multi-step reaction with 7 steps
1.1: 96 percent / cesium carbonate / dimethylformamide / 2 h / 50 °C
2.1: 91 percent / 2-methyl-2-butene; aq. sodium chlorite; NaH2PO4 / 2-methyl-propan-2-ol / 4 h / 20 °C
3.1: oxalyl chloride / dimethylformamide; CH2Cl2 / 18 h / 20 °C
4.1: 1.6 g / 2-mercaptopyridine oxide sodium salt; BrCCl3; AIBN / 0.08 h / Heating
5.1: 77 percent / copper bronze / dimethylformamide / 20 h / 100 °C
6.1: 92 percent / imidazole / dimethylformamide / 20 °C
7.1: t-BuLi / pentane / 0.5 h / -78 °C
7.2: 53 percent / pentane; tetrahydrofuran / 0.5 h / -78 °C
With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); Bromotrichloromethane; tert.-butyl lithium; 2-mercaptopyridine-1-oxide sodium salt; copper; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; pentane;
DOI:10.1016/S0957-4166(02)00334-8
Guidance literature:
Multi-step reaction with 3 steps
1.1: t-BuLi / pentane; diethyl ether / 1 h / -78 °C
1.2: ClTi(O-i-Pr)3 / diethyl ether; pentane; hexane / -40 - 0 °C
1.3: 91 percent / tetrahydrofuran; diethyl ether; various solvents / 4.5 h / 0 - 20 °C
2.1: 78 percent / 4 Angstroem molecular sieves; 4-methoxymorpholine N-oxide; tetrapropylammonium perruthenate / CH2Cl2 / 5 h / 20 °C
3.1: t-BuLi / pentane / 0.5 h / -78 °C
3.2: 53 percent / pentane; tetrahydrofuran / 0.5 h / -78 °C
With tetrapropylammonium perruthennate; NMO; 4 A molecular sieve; tert.-butyl lithium; In diethyl ether; dichloromethane; pentane;
DOI:10.1016/S0957-4166(02)00334-8
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