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Acetic acid, (diethoxyphosphinyl)-, (1S,3S,4E,6E,8R)-1-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)meth oxy]-1,3-dimethyl-3-pentenyl]-4-methyl-8-[(2R,4S)-tetrahydro-6-oxo-4-(2 -oxoethyl)-2H-pyran-2-yl]-3-[[tris(1-methylethyl)silyl]oxy]-4,6-nonadienyl ester

Base Information
  • Chemical Name:Acetic acid, (diethoxyphosphinyl)-, (1S,3S,4E,6E,8R)-1-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)meth oxy]-1,3-dimethyl-3-pentenyl]-4-methyl-8-[(2R,4S)-tetrahydro-6-oxo-4-(2 -oxoethyl)-2H-pyran-2-yl]-3-[[tris(1-methylethyl)silyl]oxy]-4,6-nonadienyl ester
  • CAS No.:691869-42-8
  • Molecular Formula:C48H79O12PSi
  • Molecular Weight:907.207
  • Hs Code.:
Acetic acid, (diethoxyphosphinyl)-,
(1S,3S,4E,6E,8R)-1-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)meth
oxy]-1,3-dimethyl-3-pentenyl]-4-methyl-8-[(2R,4S)-tetrahydro-6-oxo-4-(2
-oxoethyl)-2H-pyran-2-yl]-3-[[tris(1-methylethyl)silyl]oxy]-4,6-nonadienyl
ester

Synonyms:

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Chemical Property of Acetic acid, (diethoxyphosphinyl)-, (1S,3S,4E,6E,8R)-1-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)meth oxy]-1,3-dimethyl-3-pentenyl]-4-methyl-8-[(2R,4S)-tetrahydro-6-oxo-4-(2 -oxoethyl)-2H-pyran-2-yl]-3-[[tris(1-methylethyl)silyl]oxy]-4,6-nonadienyl ester
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Technology Process of Acetic acid, (diethoxyphosphinyl)-, (1S,3S,4E,6E,8R)-1-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)meth oxy]-1,3-dimethyl-3-pentenyl]-4-methyl-8-[(2R,4S)-tetrahydro-6-oxo-4-(2 -oxoethyl)-2H-pyran-2-yl]-3-[[tris(1-methylethyl)silyl]oxy]-4,6-nonadienyl ester

There total 40 articles about Acetic acid, (diethoxyphosphinyl)-, (1S,3S,4E,6E,8R)-1-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)meth oxy]-1,3-dimethyl-3-pentenyl]-4-methyl-8-[(2R,4S)-tetrahydro-6-oxo-4-(2 -oxoethyl)-2H-pyran-2-yl]-3-[[tris(1-methylethyl)silyl]oxy]-4,6-nonadienyl ester 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:
(Diethoxy-phosphoryl)-acetic acid (4E,6E)-(1S,3S,8R,9R)-10-((1S,3R,4S)-3,4-dihydroxy-cyclopentyl)-9-hydroxy-1-[(E)-(1S,2R)-2-methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-4,8-dimethyl-3-triisopropylsilanyloxy-deca-4,6-dienyl ester; With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 0.666667h;
With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ol049701h
Guidance literature:
Multi-step reaction with 13 steps
1.1: dibutylboron triflate; Et3N / CH2Cl2 / 0.17 h / 0 °C
1.2: 88 percent / Et3N / CH2Cl2 / -78 - 0 °C
2.1: 85 percent / 2,6-lutidine / CH2Cl2 / 1 h / -78 - 0 °C
3.1: 91 percent / Grubb's catalyst / 1,2-dichloro-ethane / 0.33 h / 20 °C
4.1: 87 percent / 4-methylmorpholine N-oxide; OsO4 / acetone; H2O / 18 h / 20 °C
5.1: 95 percent / 2,6-lutidine / CH2Cl2 / 0.75 h / -78 - 0 °C
6.1: 58 percent / LiBH4 / tetrahydrofuran; methanol / 24 h / 20 °C
7.1: 98 percent / PPh3; diethyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C
8.1: 97 percent / m-CPBA; NaHCO3 / CH2Cl2 / 16 h / 20 °C
9.1: LiHMDS / tetrahydrofuran / 0.67 h / -78 °C
9.2: 80 percent / tetrahydrofuran / -78 - 20 °C
10.1: 99 percent / DIBAl-H / CH2Cl2; hexane / 1.5 h / -78 °C
11.1: 90 percent / pyridine / tetrahydrofuran / 0.5 h / 0 - 20 °C
12.1: 88 percent / acetic acid / tetrahydrofuran; H2O / 3 h / 20 °C
13.1: NaIO4 / tetrahydrofuran; H2O / 0.67 h / 20 °C
13.2: 75 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide / CH2Cl2 / 0.5 h / 20 °C
With pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; acetone; 1.1: Evans aldol reaction / 1.2: Evans aldol reaction / 3.1: ring-closing metathesis / 7.1: Mitsunobu reaction;
DOI:10.1021/ol049701h
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