6,16-Dioxabicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione, 7-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)methoxy]-1,3-dimethyl-3- pentenyl]-10,14-dimethyl-9-[[tris(1-methylethyl)silyl]oxy]-, (1R,3E,7S,9S,10E,12E,14R,15R)-

Base Information

Chemical Name:6,16-Dioxabicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione, 7-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)methoxy]-1,3-dimethyl-3- pentenyl]-10,14-dimethyl-9-[[tris(1-methylethyl)silyl]oxy]-, (1R,3E,7S,9S,10E,12E,14R,15R)-
CAS No.:691869-54-2
Molecular Formula:C44H68O8Si
Molecular Weight:753.105
Hs Code.:

6,16-Dioxabicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione,
7-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)methoxy]-1,3-dimethyl-3-
pentenyl]-10,14-dimethyl-9-[[tris(1-methylethyl)silyl]oxy]-,
(1R,3E,7S,9S,10E,12E,14R,15R)-

Synonyms:

Suppliers and Price of 6,16-Dioxabicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione, 7-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)methoxy]-1,3-dimethyl-3- pentenyl]-10,14-dimethyl-9-[[tris(1-methylethyl)silyl]oxy]-, (1R,3E,7S,9S,10E,12E,14R,15R)-

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Chemical Property of 6,16-Dioxabicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione, 7-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)methoxy]-1,3-dimethyl-3- pentenyl]-10,14-dimethyl-9-[[tris(1-methylethyl)silyl]oxy]-, (1R,3E,7S,9S,10E,12E,14R,15R)-

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Technology Process of 6,16-Dioxabicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione, 7-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)methoxy]-1,3-dimethyl-3- pentenyl]-10,14-dimethyl-9-[[tris(1-methylethyl)silyl]oxy]-, (1R,3E,7S,9S,10E,12E,14R,15R)-

There total 40 articles about 6,16-Dioxabicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione, 7-[(1S,2R,3E)-2-methoxy-5-[(4-methoxyphenyl)methoxy]-1,3-dimethyl-3- pentenyl]-10,14-dimethyl-9-[[tris(1-methylethyl)silyl]oxy]-, (1R,3E,7S,9S,10E,12E,14R,15R)- 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%

: 691869-42-8
(Diethoxy-phosphoryl)-acetic acid (4E,6E)-(1S,3S,8R)-1-[(E)-(1S,2R)-2-methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-4-methyl-8-[(2R,4S)-6-oxo-4-(2-oxo-ethyl)-tetrahydro-pyran-2-yl]-3-triisopropylsilanyloxy-nona-4,6-dienyl ester

: 691869-54-2
(3E,10E,12E)-(1R,7S,9S,14R,15R)-7-[(E)-(1S,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-10,14-dimethyl-9-triisopropylsilanyloxy-6,16-dioxa-bicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 20 ℃; for 0.666667h;
DOI:10.1021/ol049701h

Reference yield:

: 58794-19-7
3-allyl-hex-5-enal

: 691869-54-2
(3E,10E,12E)-(1R,7S,9S,14R,15R)-7-[(E)-(1S,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-10,14-dimethyl-9-triisopropylsilanyloxy-6,16-dioxa-bicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione

Guidance literature:: Multi-step reaction with 14 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

14.1: 80 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene; LiCl / acetonitrile / 0.67 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; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium chloride; 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; acetonitrile; 1.1: Evans aldol reaction / 1.2: Evans aldol reaction / 3.1: ring-closing metathesis / 7.1: Mitsunobu reaction / 14.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ol049701h

Reference yield:

: 691869-47-3
(S)-3-((2S,3R)-5-Allyl-3-hydroxy-2-methyl-oct-7-enoyl)-4-isopropyl-oxazolidin-2-one

: 691869-54-2
(3E,10E,12E)-(1R,7S,9S,14R,15R)-7-[(E)-(1S,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-10,14-dimethyl-9-triisopropylsilanyloxy-6,16-dioxa-bicyclo[13.3.1]nonadeca-3,10,12-triene-5,17-dione

Guidance literature:: Multi-step reaction with 13 steps

1.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 - 0 °C

2.1: 91 percent / Grubb's catalyst / 1,2-dichloro-ethane / 0.33 h / 20 °C

3.1: 87 percent / 4-methylmorpholine N-oxide; OsO₄ / acetone; H₂O / 18 h / 20 °C

4.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / -78 - 0 °C

5.1: 58 percent / LiBH₄ / tetrahydrofuran; methanol / 24 h / 20 °C

6.1: 98 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C

7.1: 97 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 16 h / 20 °C

8.1: LiHMDS / tetrahydrofuran / 0.67 h / -78 °C

8.2: 80 percent / tetrahydrofuran / -78 - 20 °C

9.1: 99 percent / DIBAl-H / CH₂Cl₂; hexane / 1.5 h / -78 °C

10.1: 90 percent / pyridine / tetrahydrofuran / 0.5 h / 0 - 20 °C

11.1: 88 percent / acetic acid / tetrahydrofuran; H₂O / 3 h / 20 °C

12.1: NaIO₄ / tetrahydrofuran; H₂O / 0.67 h / 20 °C

12.2: 75 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide / CH₂Cl₂ / 0.5 h / 20 °C

13.1: 80 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene; LiCl / acetonitrile / 0.67 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium borohydride; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium chloride; 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; acetonitrile; 2.1: ring-closing metathesis / 6.1: Mitsunobu reaction / 13.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ol049701h