C₄₈H₇₄O₈Si₂

Base Information

• Chemical Name: C₄₈H₇₄O₈Si₂
• CAS No.: 880344-60-5
• Molecular Formula: C₄₈H₇₄O₈Si₂
• Molecular Weight: 835.282

Synonyms:C₄₈H₇₄O₈Si₂

Chemical Property of C₄₈H₇₄O₈Si₂

Chemical Property:

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Technology Process of C₄₈H₇₄O₈Si₂

There total 21 articles about C₄₈H₇₄O₈Si₂ 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: 65.0%

C40H60O6Si2 (880344-59-2) + 5-pivaloxy-1-pentene (30563-48-5) → C48H74O8Si2 (880344-60-5)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 12h;

DOI:10.1021/ja0547477

Reference yield:

(E)-(2R,4S,7S)-8-Benzyloxy-7-methyl-oct-5-ene-1,2,4-triol (392663-03-5) → C48H74O8Si2 (880344-60-5)

Guidance literature:

Multi-step reaction with 22 steps

1.1: 70 percent / NaHCO₃; N-iodosuccinimide / tetrahydrofuran / 36 h / 0 °C

2.1: 99 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 10 h / 25 °C

3.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 99 percent / H₂; Raney-Ni catalyst / ethanol / 1 h / 25 °C

5.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

6.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

7.1: Mg / tetrahydrofuran / 2 h / 25 °C

7.2: tetrahydrofuran / 2 h / -78 - 0 °C

8.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

9.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

10.1: N-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 14 h / 25 °C

10.2: 100 percent / NaIO₄; aq. saline solution buffer / tetrahydrofuran; 2-methyl-propan-2-ol / 5 h / 25 °C

11.1: n-BuLi / tetrahydrofuran; toluene / 3 h / -30 °C

11.2: tetrahydrofuran / 1 h / -30 °C

12.1: 13.2 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 0 °C

13.1: 85 percent / TMSOTf / CH₂Cl₂ / 3 h / -78 - -30 °C

14.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

15.1: 91 percent / 2,6-lutidine; N-bromosuccinimide / acetonitrile; H₂O / 2 h / 25 °C

16.1: 92 percent / NaBH₄ / methanol / 0.08 h / -5 °C

17.1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

18.1: 92 percent / imidazole; 4-DMAP / CH₂Cl₂ / 10 h / -78 - 0 °C

19.1: 87 percent / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

20.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

21.1: n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C

21.2: 45 mg / tetrahydrofuran / 0.5 h / -78 - 0 °C

22.1: 65 percent / Grubbs second generation catalyst / CH₂Cl₂ / 12 h / 40 °C

With pyridine; 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; N-iodo-succinimide; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; Raney-Ni catalyst; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; orthoformic acid triethyl ester; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 20.1: Swern oxidation;

DOI:10.1021/ja0547477

Reference yield:

(E)-(S)-6-Benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-methyl-hex-3-en-2-one (392663-00-2) → C48H74O8Si2 (880344-60-5)

Guidance literature:

Multi-step reaction with 24 steps

1.1: 98 percent / LiI; LiAlH₄ / diethyl ether / -100 - 0 °C

2.1: 97 percent / AcOH / H₂O / 5 h / 40 °C

3.1: 70 percent / NaHCO₃; N-iodosuccinimide / tetrahydrofuran / 36 h / 0 °C

4.1: 99 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 10 h / 25 °C

5.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

6.1: 99 percent / H₂; Raney-Ni catalyst / ethanol / 1 h / 25 °C

7.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

8.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

9.1: Mg / tetrahydrofuran / 2 h / 25 °C

9.2: tetrahydrofuran / 2 h / -78 - 0 °C

10.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

11.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

12.1: N-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 14 h / 25 °C

12.2: 100 percent / NaIO₄; aq. saline solution buffer / tetrahydrofuran; 2-methyl-propan-2-ol / 5 h / 25 °C

13.1: n-BuLi / tetrahydrofuran; toluene / 3 h / -30 °C

13.2: tetrahydrofuran / 1 h / -30 °C

14.1: 13.2 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 0 °C

15.1: 85 percent / TMSOTf / CH₂Cl₂ / 3 h / -78 - -30 °C

16.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

17.1: 91 percent / 2,6-lutidine; N-bromosuccinimide / acetonitrile; H₂O / 2 h / 25 °C

18.1: 92 percent / NaBH₄ / methanol / 0.08 h / -5 °C

19.1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

20.1: 92 percent / imidazole; 4-DMAP / CH₂Cl₂ / 10 h / -78 - 0 °C

21.1: 87 percent / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

22.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

23.1: n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C

23.2: 45 mg / tetrahydrofuran / 0.5 h / -78 - 0 °C

24.1: 65 percent / Grubbs second generation catalyst / CH₂Cl₂ / 12 h / 40 °C

With pyridine; 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; N-iodo-succinimide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; Raney-Ni catalyst; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; orthoformic acid triethyl ester; trifluoroacetic acid; lithium iodide; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 22.1: Swern oxidation;

DOI:10.1021/ja0547477

upstream raw materials:

C₄₀H₆₀O₆Si₂

5-pivaloxy-1-pentene

C₃₉H₆₀O₇Si₂

C₄₄H₆₈O₈Si₂

Downstream raw materials:

C₄₂H₆₀O₈Si

C₄₂H₅₈O₈Si

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