C₆₆H₉₆O₁₁Si₂

Base Information

• Chemical Name: C₆₆H₉₆O₁₁Si₂
• CAS No.: 924656-48-4
• Molecular Formula: C₆₆H₉₆O₁₁Si₂
• Molecular Weight: 1121.65

Synonyms:C₆₆H₉₆O₁₁Si₂

Chemical Property of C₆₆H₉₆O₁₁Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of C₆₆H₉₆O₁₁Si₂

There total 43 articles about C₆₆H₉₆O₁₁Si₂ 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:

(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-hydroxymethyl-oxepan-3-ol (908866-07-9) → C66H96O11Si2 (924656-48-4)

Guidance literature:

Multi-step reaction with 23 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

1.2: CH₂Cl₂ / 0.75 h / -78 - 20 °C

2.1: 272.1 mg / CuBr / diethyl ether / 1 h / 0 °C

3.1: 92 percent / PdCl₂; O₂; Cu(OAc)2 / H₂O; N,N-dimethyl-acetamide / 36 h / 20 °C

4.1: TBAF / tetrahydrofuran / 2.5 h / 20 °C

5.1: 178.3 mg / 4-methylmorpholine / CH₂Cl₂ / 20 °C

6.1: 57 percent / SmI₂; MeOH / tetrahydrofuran / 0.5 h / 20 °C

7.1: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

8.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

9.1: 254.8 mg / CSA / methanol; CH₂Cl₂ / 1 h / 0 °C

10.1: SO₃*pyridine; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

11.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

11.2: 265.9 mg / tetrahydrofuran / 0.5 h / 0 °C

12.1: 9-BBN / tetrahydrofuran / 20 °C

12.2: aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 3 h / 20 °C

13.1: H₂ / Pd(OH)2/C / methanol / 1 h / 20 °C

14.1: 263.7 mg / PPTS / CH₂Cl₂ / 1 h / 20 °C

15.1: t-BuOK / tetrahydrofuran / 0.33 h / 20 °C

15.2: n-Bu₄NI / tetrahydrofuran / 1 h / 20 °C

16.1: 171.6 mg / DIBALH / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

17.1: I₂; imidazole; PPh₃ / benzene / 0.5 h / 20 °C

18.1: 462.2 mg / t-BuOK / tetrahydrofuran / 0.75 h / 0 °C

19.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

19.2: aq. Cs₂CO₃ / tetrahydrofuran / 0.33 h / 20 °C

19.3: Pd(PPh₃)4 / tetrahydrofuran; dimethylformamide / 50 °C

20.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

20.2: 676.8 mg / aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 2.5 h / 20 °C

21.1: 98 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2.5 h / 0 °C

22.1: Et₃N; LiHMDS / tetrahydrofuran / 1.17 h / -78 °C

23.1: 525.7 mg / aq. 4-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 20 °C

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; methanol; osmium(VIII) oxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; samarium diiodide; tetrapropylammonium perruthennate; copper diacetate; pyridine-SO₃ complex; dimethylsulfide borane complex; 4 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; oxygen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; copper(I) bromide; palladium dichloride; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; tert-butyl alcohol; benzene; 3.1: Wacker-Tsuji reaction / 11.2: Wittig reaction / 19.3: Suzuki-Miyaura coupling;

DOI:10.1021/ja066772y

Reference yield:

(2R,4aR,6S,7R,9aS)-7-Benzyloxy-6-benzyloxymethyl-2-phenyl-hexahydro-1,3,5-trioxa-benzocycloheptene → C66H96O11Si2 (924656-48-4)

Guidance literature:

Multi-step reaction with 24 steps

1.1: 9.10 g / CSA / methanol; CHCl₃ / 20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2.2: CH₂Cl₂ / 0.75 h / -78 - 20 °C

3.1: 272.1 mg / CuBr / diethyl ether / 1 h / 0 °C

4.1: 92 percent / PdCl₂; O₂; Cu(OAc)2 / H₂O; N,N-dimethyl-acetamide / 36 h / 20 °C

5.1: TBAF / tetrahydrofuran / 2.5 h / 20 °C

6.1: 178.3 mg / 4-methylmorpholine / CH₂Cl₂ / 20 °C

7.1: 57 percent / SmI₂; MeOH / tetrahydrofuran / 0.5 h / 20 °C

8.1: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

9.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

10.1: 254.8 mg / CSA / methanol; CH₂Cl₂ / 1 h / 0 °C

11.1: SO₃*pyridine; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

12.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

12.2: 265.9 mg / tetrahydrofuran / 0.5 h / 0 °C

13.1: 9-BBN / tetrahydrofuran / 20 °C

13.2: aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 3 h / 20 °C

14.1: H₂ / Pd(OH)2/C / methanol / 1 h / 20 °C

15.1: 263.7 mg / PPTS / CH₂Cl₂ / 1 h / 20 °C

16.1: t-BuOK / tetrahydrofuran / 0.33 h / 20 °C

16.2: n-Bu₄NI / tetrahydrofuran / 1 h / 20 °C

17.1: 171.6 mg / DIBALH / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

18.1: I₂; imidazole; PPh₃ / benzene / 0.5 h / 20 °C

19.1: 462.2 mg / t-BuOK / tetrahydrofuran / 0.75 h / 0 °C

20.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

20.2: aq. Cs₂CO₃ / tetrahydrofuran / 0.33 h / 20 °C

20.3: Pd(PPh₃)4 / tetrahydrofuran; dimethylformamide / 50 °C

21.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

21.2: 676.8 mg / aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 2.5 h / 20 °C

22.1: 98 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2.5 h / 0 °C

23.1: Et₃N; LiHMDS / tetrahydrofuran / 1.17 h / -78 °C

24.1: 525.7 mg / aq. 4-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 20 °C

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; methanol; osmium(VIII) oxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; samarium diiodide; tetrapropylammonium perruthennate; copper diacetate; pyridine-SO₃ complex; dimethylsulfide borane complex; 4 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; oxygen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; copper(I) bromide; palladium dichloride; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; N,N-dimethyl acetamide; water; dimethyl sulfoxide; tert-butyl alcohol; benzene; 4.1: Wacker-Tsuji reaction / 12.2: Wittig reaction / 20.3: Suzuki-Miyaura coupling;

DOI:10.1021/ja066772y

Reference yield:

4-((2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-hydroxy-oxepan-2-yl)-butan-2-one (924656-67-7) → C66H96O11Si2 (924656-48-4)

Guidance literature:

Multi-step reaction with 19 steps

1.1: 178.3 mg / 4-methylmorpholine / CH₂Cl₂ / 20 °C

2.1: 57 percent / SmI₂; MeOH / tetrahydrofuran / 0.5 h / 20 °C

3.1: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

4.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

5.1: 254.8 mg / CSA / methanol; CH₂Cl₂ / 1 h / 0 °C

6.1: SO₃*pyridine; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

7.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

7.2: 265.9 mg / tetrahydrofuran / 0.5 h / 0 °C

8.1: 9-BBN / tetrahydrofuran / 20 °C

8.2: aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 3 h / 20 °C

9.1: H₂ / Pd(OH)2/C / methanol / 1 h / 20 °C

10.1: 263.7 mg / PPTS / CH₂Cl₂ / 1 h / 20 °C

11.1: t-BuOK / tetrahydrofuran / 0.33 h / 20 °C

11.2: n-Bu₄NI / tetrahydrofuran / 1 h / 20 °C

12.1: 171.6 mg / DIBALH / CH₂Cl₂; hexane / 1 h / -78 - 0 °C

13.1: I₂; imidazole; PPh₃ / benzene / 0.5 h / 20 °C

14.1: 462.2 mg / t-BuOK / tetrahydrofuran / 0.75 h / 0 °C

15.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

15.2: aq. Cs₂CO₃ / tetrahydrofuran / 0.33 h / 20 °C

15.3: Pd(PPh₃)4 / tetrahydrofuran; dimethylformamide / 50 °C

16.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

16.2: 676.8 mg / aq. H₂O₂; NaHCO₃ / tetrahydrofuran / 2.5 h / 20 °C

17.1: 98 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 2.5 h / 0 °C

18.1: Et₃N; LiHMDS / tetrahydrofuran / 1.17 h / -78 °C

19.1: 525.7 mg / aq. 4-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 20 °C

With 4-methyl-morpholine; 1H-imidazole; methanol; osmium(VIII) oxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; samarium diiodide; tetrapropylammonium perruthennate; pyridine-SO₃ complex; dimethylsulfide borane complex; 4 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; hydrogen; iodine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; tert-butyl alcohol; benzene; 7.2: Wittig reaction / 15.3: Suzuki-Miyaura coupling;

DOI:10.1021/ja066772y

upstream raw materials:

(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-hydroxymethyl-oxepan-3-ol

(2S,3S)-6-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-hexane-1,3-diol

4-((2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-hydroxy-oxepan-2-yl)-butan-2-one

(2R,3S,5S,6S)-6-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,5-dimethyl-2-vinyl-tetrahydro-pyran-3-ol

Downstream raw materials:

6-[7-(3-benzyloxy-propyl)-8-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-8-methyl-decahydro-1,6-dioxa-heptalen-2-ylmethyl]-2-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,9a-dimethyl-octahydro-1,5-dioxa-benzocycloheptene-7,8-diol

C₇₃H₁₁₄O₈SeSi₃

C₇₀H₁₂₀O₉Si₄

C₇₀H₁₁₆O₁₀Si₄

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