C₆₂H₈₈O₁₂Si

Base Information

• Chemical Name: C₆₂H₈₈O₁₂Si
• CAS No.: 436153-77-4
• Molecular Formula: C₆₂H₈₈O₁₂Si
• Molecular Weight: 1053.46

Synonyms:C₆₂H₈₈O₁₂Si

Chemical Property of C₆₂H₈₈O₁₂Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of C₆₂H₈₈O₁₂Si

There total 56 articles about C₆₂H₈₈O₁₂Si 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:

(5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonanal → C62H88O12Si (436153-77-4)

Guidance literature:

Multi-step reaction with 19 steps

1.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

2.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 2 h / 20 °C

2.2: 62 percent / DMAP / toluene; tetrahydrofuran / Heating

3.1: KHMDS; hexamethylphosphoramide / tetrahydrofuran; toluene / 0.75 h / -78 °C

4.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

4.2: 15.73 g / PdCl₂(dppf)*CH₂Cl₂; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 13.5 h / 50 °C

5.1: BH₃*SMe₂ / tetrahydrofuran / 4.5 h / 20 °C

5.2: 33 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 2.5 h / 20 °C

6.1: 85 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4A molecular sieves / acetonitrile / 2.5 h / 20 °C

7.1: 51 percent / DBU / toluene / 12 h / 110 °C

8.1: 74 percent / Zn(OTf)2 / CH₂Cl₂ / 15.5 h / 20 °C

9.1: camphorsulphonic acid / CH₂Cl₂ / 4.5 h / 20 °C

10.1: AIBN; Ph₃SnH / toluene / 3.5 h / 100 °C

11.1: 4.37 g / DIBALH / CH₂Cl₂; hexane / -78 - 0 °C

12.1: 89 percent / I₂; PPh₃; imidazole / benzene / 0.5 h / 20 °C

13.1: AIBN; n-Bu₃SnH / toluene / 0.83 h / 100 °C

14.1: 0.931 g / DDQ / CH₂Cl₂; aq. phosphate buffer / 2.5 h / 20 °C / pH 7

15.1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

16.1: H₂ / Pd(OH)2/C / ethyl acetate; methanol / 20 h / 20 °C

17.1: 679.1 mg / 2,2,6,6-tetramethylpiperidinyloxy; iodobenzenediacetate / CH₂Cl₂ / 4.5 h / 20 °C

18.1: KHMDS; hexamethylphosphoroamide / tetrahydrofuran; toluene / 0.75 h / -78 °C

19.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

19.2: PdCl₂(dppf)*CH₂Cl₂; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 50 °C

With 1H-imidazole; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; dimethylsulfide borane complex; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; triphenylstannane; hydrogen; iodine; tri-n-butyl-tin hydride; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In tetrahydrofuran; methanol; phosphate buffer; hexane; dichloromethane; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol; benzene; 4.2: Suzuki-Miyaura cross-coupling / 19.2: Suzuki-Miyaura cross-coupling;

DOI:10.1021/ja042686r

Reference yield:

(2R,4aR,6S,7R,8aS)-2-Phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (315203-85-1) → C62H88O12Si (436153-77-4)

Guidance literature:

Multi-step reaction with 22 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

2.1: aq. OsO₄; N-methylmorpholine-N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol / 13 h / 20 °C

3.1: aq. NaIO₄ / tetrahydrofuran / 3 h / 0 °C

4.1: 16.65 g / NaBH₄ / methanol / 0.83 h / 0 °C

5.1: 96 percent / I₂; PPh₃; imidazole / benzene / 0.67 h / 20 °C

6.1: 88 percent / potassium t-butoxide / tetrahydrofuran / 1.5 h / 0 °C

7.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

7.2: 15.73 g / PdCl₂(dppf)*CH₂Cl₂; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 13.5 h / 50 °C

8.1: BH₃*SMe₂ / tetrahydrofuran / 4.5 h / 20 °C

8.2: 33 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 2.5 h / 20 °C

9.1: 85 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4A molecular sieves / acetonitrile / 2.5 h / 20 °C

10.1: 51 percent / DBU / toluene / 12 h / 110 °C

11.1: 74 percent / Zn(OTf)2 / CH₂Cl₂ / 15.5 h / 20 °C

12.1: camphorsulphonic acid / CH₂Cl₂ / 4.5 h / 20 °C

13.1: AIBN; Ph₃SnH / toluene / 3.5 h / 100 °C

14.1: 4.37 g / DIBALH / CH₂Cl₂; hexane / -78 - 0 °C

15.1: 89 percent / I₂; PPh₃; imidazole / benzene / 0.5 h / 20 °C

16.1: AIBN; n-Bu₃SnH / toluene / 0.83 h / 100 °C

17.1: 0.931 g / DDQ / CH₂Cl₂; aq. phosphate buffer / 2.5 h / 20 °C / pH 7

18.1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

19.1: H₂ / Pd(OH)2/C / ethyl acetate; methanol / 20 h / 20 °C

20.1: 679.1 mg / 2,2,6,6-tetramethylpiperidinyloxy; iodobenzenediacetate / CH₂Cl₂ / 4.5 h / 20 °C

21.1: KHMDS; hexamethylphosphoroamide / tetrahydrofuran; toluene / 0.75 h / -78 °C

22.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

22.2: PdCl₂(dppf)*CH₂Cl₂; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 50 °C

With 1H-imidazole; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; dimethylsulfide borane complex; 4 A molecular sieve; camphor-10-sulfonic acid; triphenylstannane; potassium tert-butylate; hydrogen; iodine; tri-n-butyl-tin hydride; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In tetrahydrofuran; methanol; phosphate buffer; hexane; dichloromethane; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol; benzene; 7.2: Suzuki-Miyaura cross-coupling / 22.2: Suzuki-Miyaura cross-coupling;

DOI:10.1021/ja042686r

Reference yield:

(6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-oxepan-2-one (436153-68-3) → C62H88O12Si (436153-77-4)

Guidance literature:

Multi-step reaction with 17 steps

1.1: KHMDS; hexamethylphosphoramide / tetrahydrofuran; toluene / 0.75 h / -78 °C

2.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

2.2: 15.73 g / PdCl₂(dppf)*CH₂Cl₂; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 13.5 h / 50 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 4.5 h / 20 °C

3.2: 33 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 2.5 h / 20 °C

4.1: 85 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4A molecular sieves / acetonitrile / 2.5 h / 20 °C

5.1: 51 percent / DBU / toluene / 12 h / 110 °C

6.1: 74 percent / Zn(OTf)2 / CH₂Cl₂ / 15.5 h / 20 °C

7.1: camphorsulphonic acid / CH₂Cl₂ / 4.5 h / 20 °C

8.1: AIBN; Ph₃SnH / toluene / 3.5 h / 100 °C

9.1: 4.37 g / DIBALH / CH₂Cl₂; hexane / -78 - 0 °C

10.1: 89 percent / I₂; PPh₃; imidazole / benzene / 0.5 h / 20 °C

11.1: AIBN; n-Bu₃SnH / toluene / 0.83 h / 100 °C

12.1: 0.931 g / DDQ / CH₂Cl₂; aq. phosphate buffer / 2.5 h / 20 °C / pH 7

13.1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

14.1: H₂ / Pd(OH)2/C / ethyl acetate; methanol / 20 h / 20 °C

15.1: 679.1 mg / 2,2,6,6-tetramethylpiperidinyloxy; iodobenzenediacetate / CH₂Cl₂ / 4.5 h / 20 °C

16.1: KHMDS; hexamethylphosphoroamide / tetrahydrofuran; toluene / 0.75 h / -78 °C

17.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

17.2: PdCl₂(dppf)*CH₂Cl₂; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 50 °C

With 1H-imidazole; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; dimethylsulfide borane complex; 4 A molecular sieve; camphor-10-sulfonic acid; triphenylstannane; hydrogen; iodine; tri-n-butyl-tin hydride; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In tetrahydrofuran; methanol; phosphate buffer; hexane; dichloromethane; ethyl acetate; toluene; acetonitrile; benzene; 2.2: Suzuki-Miyaura cross-coupling / 17.2: Suzuki-Miyaura cross-coupling;

DOI:10.1021/ja042686r

upstream raw materials:

Phosphoric acid (4aS,5aR,6aS,8R,9S,10aR,11aS,13aR)-9-(tert-butyl-dimethyl-silanyloxy)-4a,8-dimethyl-4a,5a,6,6a,8,9,10,10a,11a,12,13,13a-dodecahydro-4H-1,5,7,11-tetraoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-2-yl ester diphenyl ester

(3S,4aR,5aS,8R,9S,10aR,11aS)-8-Benzyloxy-9-(3-benzyloxy-propyl)-3-(4-methoxy-benzyloxy)-9-methyl-2-methylene-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

(4R,5S)-1-[1,3]Dioxan-2-yl-5-methoxymethoxy-5,9-dimethyl-dec-8-en-4-ol

Triethyl-((2R,4aR,7R,8aS)-6-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

Downstream raw materials:

C₆₂H₉₀O₁₃Si

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