4,13-Dioxa-3,14-disilahexadec-10-en-7-ol, 5-[(1E)-2-iodo-1-methylethenyl]-9-methoxy-2,2,3,3,8,10,15,15-octameth yl-14,14-diphenyl-, (5S,7S,8S,9R,10E)-

Base Information

Chemical Name:4,13-Dioxa-3,14-disilahexadec-10-en-7-ol, 5-[(1E)-2-iodo-1-methylethenyl]-9-methoxy-2,2,3,3,8,10,15,15-octameth yl-14,14-diphenyl-, (5S,7S,8S,9R,10E)-
CAS No.:423117-38-8
Molecular Formula:C36H57IO4Si2
Molecular Weight:736.922
Hs Code.:
Mol file:423117-38-8.mol

4,13-Dioxa-3,14-disilahexadec-10-en-7-ol,
5-[(1E)-2-iodo-1-methylethenyl]-9-methoxy-2,2,3,3,8,10,15,15-octameth
yl-14,14-diphenyl-, (5S,7S,8S,9R,10E)-

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Chemical Property of 4,13-Dioxa-3,14-disilahexadec-10-en-7-ol, 5-[(1E)-2-iodo-1-methylethenyl]-9-methoxy-2,2,3,3,8,10,15,15-octameth yl-14,14-diphenyl-, (5S,7S,8S,9R,10E)-

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Technology Process of 4,13-Dioxa-3,14-disilahexadec-10-en-7-ol, 5-[(1E)-2-iodo-1-methylethenyl]-9-methoxy-2,2,3,3,8,10,15,15-octameth yl-14,14-diphenyl-, (5S,7S,8S,9R,10E)-

There total 8 articles about 4,13-Dioxa-3,14-disilahexadec-10-en-7-ol, 5-[(1E)-2-iodo-1-methylethenyl]-9-methoxy-2,2,3,3,8,10,15,15-octameth yl-14,14-diphenyl-, (5S,7S,8S,9R,10E)- 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: 77.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 423116-59-0
(1E,8E)-(3S,5S,6S,7R)-10-(tert-butyldiphenylsiloxy)-3,5-dihydroxy-1-iodo-7-methoxy-2,6,8-trimethyldeca-1,8-diene

: 423117-38-8
(1E,8E)-(3S,5S,6S,7R)-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-hydroxy-1-iodo-7-methoxy-2,6,8-trimethyldeca-1,8-diene

Guidance literature:: With 2,6-dimethylpyridine; at -78 ℃; for 0.25h;
DOI:10.1016/S0040-4039(01)02154-2

Reference yield:

: (1E,8E)-(6S,7R)-10-(tert-butyldiphenylsiloxy)-5-hydroxy-1-iodo-7-methoxy-2,6,8-trimethyldeca-1,8-dien-3-one

: 423117-38-8
(1E,8E)-(3S,5S,6S,7R)-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-hydroxy-1-iodo-7-methoxy-2,6,8-trimethyldeca-1,8-diene

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / (Me₄N)BH(OAc)3; glac. AcOH / acetonitrile / 18 h / -30 °C

2: 68 percent / 2,4,6-collidine / tetrahydrofuran / 0.25 h / -78 °C

With 2,4,6-trimethyl-pyridine; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; acetonitrile;
DOI:10.1039/b507570j

Reference yield:

: 186953-23-1
(E)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal

: 423117-38-8
(1E,8E)-(3S,5S,6S,7R)-10-(tert-butyldiphenylsiloxy)-3-(tert-butyldimethylsiloxy)-5-hydroxy-1-iodo-7-methoxy-2,6,8-trimethyldeca-1,8-diene

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 - 0 °C

1.2: 2,6-di-tert-butyl-pyridine / CHCl₃ / 6 h / Heating

1.3: LiBH₄ / methanol; diethyl ether / 1 h / 0 °C

2.1: 99 percent / Dess-Martin / CH₂Cl₂ / 1 h / 20 °C

3.1: 81 percent / AlMe₂Cl / -78 °C

4.1: 83 percent / BH(NMe₄)(OAc)3; AcOH / acetonitrile / 18 h / -30 °C

5.1: 77 percent / 2,6-lutidine / 0.25 h / -78 °C

With 2,6-dimethylpyridine; tetramethylammonium triacetoxyborohydride; di-n-butylboryl trifluoromethanesulfonate; dimethylaluminum chloride; Dess-Martin periodane; acetic acid; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(01)02154-2