C₄₇H₆₄O₁₅Si

Base Information

• Chemical Name: C₄₇H₆₄O₁₅Si
• CAS No.: 256342-19-5
• Molecular Formula: C₄₇H₆₄O₁₅Si
• Molecular Weight: 897.102

Synonyms:C₄₇H₆₄O₁₅Si

Chemical Property of C₄₇H₆₄O₁₅Si

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of C₄₇H₆₄O₁₅Si

There total 54 articles about C₄₇H₆₄O₁₅Si 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: 90.0%

C46H64O15Si (256342-18-4) + 1,1-dibromomethane (74-95-3) → C47H64O15Si (256342-19-5)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; water; at 65 ℃; for 2h;

DOI:10.1002/(SICI)1521-3773(19991115)38:22<3340::AID-ANIE3340>3.0.CO;2-2

Reference yield:

tert-Butyl-[(3S,4S,5R)-2-fluoro-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-4-yloxy]-dimethyl-silane (256341-86-3) → C47H64O15Si (256342-19-5)

Guidance literature:

Multi-step reaction with 16 steps

1.1: 92 percent / SnCl₂ / diethyl ether / 3 h / 0 - 25 °C

2.1: 98 percent / K₂CO₃; MeOH / diethyl ether / 1 h / 25 °C

3.1: aq. NaIO₄; NaHCO₃ / methanol; CH₂Cl₂ / 2 h / 25 °C

4.1: 430 mg / iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

5.1: 95 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

6.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

7.1: 95 percent / TBAF; AcOH / tetrahydrofuran / 1 h / 25 °C

8.1: 85 percent / Martin sulfurane; Et₃N / CHCl₃ / 2 h / 50 °C

9.1: 90 percent / K₂CO₃; MeOH / 6 h / 25 °C

10.1: NaH; 18-crown-6 / tetrahydrofuran / 0.25 h / 0 °C

10.2: 80 percent / tetrahydrofuran / 2 h / 0 °C

11.1: NMO; H₂O; OsO₄ / quinuclidine / acetone / 36 h / 25 °C

12.1: nBu₂SnO / methanol / 3 h / Heating

12.2: dioxane / 0.5 h / 15 °C

13.1: 85 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

14.1: 68 mg / Li(tBuO)3AlH / diethyl ether / 1 h / -10 °C

15.1: 98 percent / NaOH; MeOH / 1 h / 25 °C

16.1: 90 percent / aq. NaOH; nBu₄NBr / 2 h / 65 °C

With methanol; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; vinyl acetate; N-methyl-2-indolinone; Martins sulfurane; 18-crown-6 ether; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; water; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; lithium tri-t-butoxyaluminum hydride; triethylamine; diisopropylamine; tin(ll) chloride; Quinuclidine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; acetone; toluene; 1.1: Glycosidation / 2.1: Deacylation / 3.1: Oxidation / 4.1: Cyclization / 5.1: Silyl ether cleavage / 6.1: Esterification / 7.1: Silyl ether cleavage / 8.1: Dehydration / 9.1: Debenzoylation / 10.1: Metallation / 10.2: Etherification / 11.1: Oxidation / 12.1: Cyclization / 12.2: Ring cleavage / 13.1: Oxidation / 14.1: Reduction / 15.1: Debenzoylation / 16.1: Cyclization;

DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

(1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol (306726-10-3) → C47H64O15Si (256342-19-5)

Guidance literature:

Multi-step reaction with 32 steps

1.1: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

2.1: molecular sieves 4 Angstroem / acetonitrile / 0.25 h / 25 °C

3.1: NaBH₄ / methanol / 0.5 h / 0 °C

3.2: H₂O; CuCl₂; CuO / acetonitrile / 2 h / 25 °C

4.1: 10.97 g / TBAF; AcOH / 2 h / 25 °C

5.1: 85 percent / DBU / CH₂Cl₂ / 0.5 h / 0 °C

6.1: nBu₂SnO / methanol / 3 h / Heating

6.2: TMSOTf / CH₂Cl₂ / 12 h / 0 - 25 °C

6.3: 10.82 g / PPTS; MeOH / 1 h / 25 °C

7.1: 87 percent / NaH / dimethylformamide / 1 h / 0 - 25 °C

8.1: 95 percent / NaOH; MeOH / diethyl ether / 1 h / 25 °C

9.1: NaH / dimethylformamide / 0.08 h / 0 °C

9.2: 90 percent / nBu₄NI / dimethylformamide / 4 h / 0 - 25 °C

10.1: 91 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 0 - 25 °C

11.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 25 °C

12.1: DABCO / [(Ph₃P)3RhCl] / aq. ethanol / 2 h / Heating

13.1: 9.27 g / NMO; OsO₄; H₂O / acetone / 8 h / 25 °C

14.1: nBu₂SnO / toluene / 3 h / Heating

14.2: toluene / 1 h / 0 - 25 °C

15.1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

16.1: 96 percent / Et₃N; MeOH / CH₂Cl₂ / 6 h / 40 °C

17.1: 92 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 - 25 °C

18.1: 98 percent / K₂CO₃; MeOH / diethyl ether / 12 h / 25 °C

19.1: aq. NaIO₄; NaHCO₃ / methanol; CH₂Cl₂ / 2 h / 25 °C

20.1: 430 mg / iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

21.1: 95 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

22.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

23.1: 95 percent / TBAF; AcOH / tetrahydrofuran / 1 h / 25 °C

24.1: 85 percent / Martin sulfurane; Et₃N / CHCl₃ / 2 h / 50 °C

25.1: 90 percent / K₂CO₃; MeOH / 6 h / 25 °C

26.1: NaH; 18-crown-6 / tetrahydrofuran / 0.25 h / 0 °C

26.2: 80 percent / tetrahydrofuran / 2 h / 0 °C

27.1: NMO; H₂O; OsO₄ / quinuclidine / acetone / 36 h / 25 °C

28.1: nBu₂SnO / methanol / 3 h / Heating

28.2: dioxane / 0.5 h / 15 °C

29.1: 85 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

30.1: 68 mg / Li(tBuO)3AlH / diethyl ether / 1 h / -10 °C

31.1: 98 percent / NaOH; MeOH / 1 h / 25 °C

32.1: 90 percent / aq. NaOH; nBu₄NBr / 2 h / 65 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; sodium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; vinyl acetate; N-methyl-2-indolinone; Martins sulfurane; 18-crown-6 ether; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; water; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium tri-t-butoxyaluminum hydride; triethylamine; diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; Quinuclidine; Wilkinson's catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 1.1: Esterification / 2.1: Methylation / 3.1: Reduction / 3.2: Ring cleavage / 4.1: Cyclization / 5.1: Addition / 6.1: Cyclization / 6.2: Ring cleavage / 6.3: Methanolysis / 7.1: Methylation / 8.1: Debenzoylation / 9.1: Metallation / 9.2: Etherification / 10.1: Oxidation / 11.1: Etherification / 12.1: Isomerization / 13.1: Oxidation / 14.1: Cyclization / 14.2: Ring cleavage / 15.1: Esterification / 16.1: Deacylation / 17.1: Glycosidation / 18.1: Debenzoylation / 19.1: Oxidation / 20.1: Cyclizati;

DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

upstream raw materials:

C₄₆H₆₄O₁₅Si

1,1-dibromomethane

benzyl bromide

tert-butyldimethylsilyl chloride

Downstream raw materials:

C₃₉H₅₆O₁₄Si

C₅₅H₆₀O₁₇

C₆₁H₇₄O₁₇Si

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