phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester

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Chemical Name:phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester
CAS No.:343982-18-3
Molecular Formula:C₆₃H₈₉O₁₁PSi₃
Molecular Weight:1137.62
Hs Code.:

phosphoric acid 3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-[1-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2<i>H</i>-pyran-2-yl)-allyl]-10-(<i>tert</i>-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester

Synonyms:phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester

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Chemical Property of phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester

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Technology Process of phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester

There total 45 articles about phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) 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:

Reference yield:

: 52813-63-5
(5R)-2,3,4,5-tetrahydro-5-hydroxymethyl-2-furanone

: 343982-18-3
phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester

Guidance literature:: Multi-step reaction with 27 steps

1.1: 95 percent / BF₃*OEt₂ / cyclohexane; CH₂Cl₂ / 25 °C

2.1: DIBAL-H / CH₂Cl₂; toluene / 1.5 h / -78 °C

3.1: 73 percent / MsCl; Et₃N; DMAP / CH₂Cl₂ / 2.5 h / Heating

4.1: (DHQD)2AQN; K₂OsO₂(OH)4; K₃Fe(CN)6 / K₂CO₃; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 24 h / 2 °C

5.1: Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

6.1: 88 percent / KHMDS; 18-crown-6/MeCN complex / tetrahydrofuran; toluene / 2 h / 0 °C

7.1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / -30 °C

8.1: 90 percent / DIBAL-H / toluene; hexane / 0.33 h / -20 °C

9.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

10.1: PPh₃ / CH₂Cl₂ / 0.08 h / 0 °C

10.2: 3.90 g / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

11.1: 95 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / 25 °C

12.1: 93 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 0.5 h / 25 °C

13.1: 84 percent / Bu₃SnH; (Ph₃P)4Pd / benzene / 2.5 h / 25 °C

14.1: 83 percent / iPr₂NEt; 1-methyl-2-pyrrolidinone; (CH₃CN)2PdCl₂ / 2 h / 25 °C

15.1: 98 percent / DIBAL-H / toluene / 0.08 h / -78 °C

16.1: 97 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 25 °C

17.1: BuLi / toluene; hexane / 0.25 h / -78 °C

17.2: toluene; hexane / 0.25 h / -78 °C

18.1: 140 mg / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

19.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C

20.1: CeCl₃; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C

20.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C

21.1: PPTS / 2 h / 25 °C

22.1: Et₃N / DMAP / CH₂Cl₂ / 1 h

23.1: 2,6-lutidine / CH₂Cl₂ / 0.75 h / -20 °C

24.1: aq. HCl / acetone / 2 h / -15 - 0 °C

25.1: 40 percent / Ag₂CO₃-Celite / benzene / 2 h / 80 °C

26.1: PCl₃; pyridine / 0.25 h / 25 °C

26.2: 1 h

27.1: 3.9 mg / aq. H₂O₂ / CH₂Cl₂; pyridine / 0.5 h

With pyridine; 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; hydrogenchloride; dmap; dichloro bis(acetonitrile) palladium(II); tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; cerium(III) chloride; potassium dioxotetrahydroxoosmate(VI); hydroquinidine anthraquinone-1,4-diyl diether; 18-crown-6 ether; boron trifluoride diethyl etherate; potassium tert-butylate; dihydrogen peroxide; tert.-butyl lithium; tri-n-butyl-tin hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; silver carbonate; acetonitrile; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hexacyanoferrate(III); phosphorus trichloride; dmap; methanesulfonamide; pyridinium p-toluenesulfonate; potassium carbonate; In tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane; cyclohexane; water; acetone; toluene; tert-butyl alcohol; benzene; 4.1: Sharpless assymetric dihydroxylation / 9.1: Dess-Martin oxidation / 10.1: Corey and Fuchs reaction / 14.1: Stille coupling / 15.1: Stille coupling / 16.1: Dess-Martin oxidation / 18.1: Dess-Martin oxidation;
DOI:10.1021/ja010195q

Reference yield:

: 86771-48-4
(4R)-4-[(4-methoxybenzyl)oxymethyl]-γ-butyrolactone

: 343982-18-3
phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester

Guidance literature:: Multi-step reaction with 26 steps

1.1: DIBAL-H / CH₂Cl₂; toluene / 1.5 h / -78 °C

2.1: 73 percent / MsCl; Et₃N; DMAP / CH₂Cl₂ / 2.5 h / Heating

3.1: (DHQD)2AQN; K₂OsO₂(OH)4; K₃Fe(CN)6 / K₂CO₃; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 24 h / 2 °C

4.1: Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

5.1: 88 percent / KHMDS; 18-crown-6/MeCN complex / tetrahydrofuran; toluene / 2 h / 0 °C

6.1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / -30 °C

7.1: 90 percent / DIBAL-H / toluene; hexane / 0.33 h / -20 °C

8.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

9.1: PPh₃ / CH₂Cl₂ / 0.08 h / 0 °C

9.2: 3.90 g / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

10.1: 95 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / 25 °C

11.1: 93 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 0.5 h / 25 °C

12.1: 84 percent / Bu₃SnH; (Ph₃P)4Pd / benzene / 2.5 h / 25 °C

13.1: 83 percent / iPr₂NEt; 1-methyl-2-pyrrolidinone; (CH₃CN)2PdCl₂ / 2 h / 25 °C

14.1: 98 percent / DIBAL-H / toluene / 0.08 h / -78 °C

15.1: 97 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 25 °C

16.1: BuLi / toluene; hexane / 0.25 h / -78 °C

16.2: toluene; hexane / 0.25 h / -78 °C

17.1: 140 mg / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

18.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C

19.1: CeCl₃; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C

19.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C

20.1: PPTS / 2 h / 25 °C

21.1: Et₃N / DMAP / CH₂Cl₂ / 1 h

22.1: 2,6-lutidine / CH₂Cl₂ / 0.75 h / -20 °C

23.1: aq. HCl / acetone / 2 h / -15 - 0 °C

24.1: 40 percent / Ag₂CO₃-Celite / benzene / 2 h / 80 °C

25.1: PCl₃; pyridine / 0.25 h / 25 °C

25.2: 1 h

26.1: 3.9 mg / aq. H₂O₂ / CH₂Cl₂; pyridine / 0.5 h

With pyridine; 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; hydrogenchloride; dmap; dichloro bis(acetonitrile) palladium(II); tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; cerium(III) chloride; potassium dioxotetrahydroxoosmate(VI); hydroquinidine anthraquinone-1,4-diyl diether; 18-crown-6 ether; potassium tert-butylate; dihydrogen peroxide; tert.-butyl lithium; tri-n-butyl-tin hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; silver carbonate; acetonitrile; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hexacyanoferrate(III); phosphorus trichloride; dmap; methanesulfonamide; pyridinium p-toluenesulfonate; potassium carbonate; In tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane; water; acetone; toluene; tert-butyl alcohol; benzene; 3.1: Sharpless assymetric dihydroxylation / 8.1: Dess-Martin oxidation / 9.1: Corey and Fuchs reaction / 13.1: Stille coupling / 14.1: Stille coupling / 15.1: Dess-Martin oxidation / 17.1: Dess-Martin oxidation;
DOI:10.1021/ja010195q

Reference yield:

: 187851-98-5
(3RS,6R)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-3-(phenylselenyl)-3,4,5,6-tetrahydro-2H-pyran-2-one

: 343982-18-3
phosphoric acid 3-(tert-butyl-dimethyl-silanyloxy)-1-[1-(tert-butyl-dimethyl-silanyloxy)-1-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-allyl]-10-(tert-butyl-diphenyl-silanyloxy)-deca-4,6,8-trienyl ester bis-(4-methoxy-benzyl) ester

Guidance literature:: Multi-step reaction with 14 steps

1.1: 85 percent / aq. H₂O₂ / CH₂Cl₂; H₂O / 1 h

2.1: DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

3.1: 151 mg / pyridinium p-toluenesulfonate / benzene / 2 h / 25 °C

4.1: 91 percent / Bu₄NF / tetrahydrofuran / 1 h

5.1: 90 percent / TPAP; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.5 h / 25 °C

6.1: 75 percent / t-BuOK / toluene; tetrahydrofuran / 2 h / 0 °C

7.1: CeCl₃; t-BuLi / tetrahydrofuran; diethyl ether / 0.17 h / -78 °C

7.2: tetrahydrofuran; diethyl ether; toluene / 0.08 h / -78 °C

8.1: PPTS / 2 h / 25 °C

9.1: Et₃N / DMAP / CH₂Cl₂ / 1 h

10.1: 2,6-lutidine / CH₂Cl₂ / 0.75 h / -20 °C

11.1: aq. HCl / acetone / 2 h / -15 - 0 °C

12.1: 40 percent / Ag₂CO₃-Celite / benzene / 2 h / 80 °C

13.1: PCl₃; pyridine / 0.25 h / 25 °C

13.2: 1 h

14.1: 3.9 mg / aq. H₂O₂ / CH₂Cl₂; pyridine / 0.5 h

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; cerium(III) chloride; tetrapropylammonium perruthennate; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; dihydrogen peroxide; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; silver carbonate; phosphorus trichloride; dmap; pyridinium p-toluenesulfonate; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; water; acetone; toluene; benzene;
DOI:10.1021/ja010195q