C₄₂H₇₀O₅Si₂

Base Information

• Chemical Name: C₄₂H₇₀O₅Si₂
• CAS No.: 135708-90-6
• Molecular Formula: C₄₂H₇₀O₅Si₂
• Molecular Weight: 711.186
• Mol file: 135708-90-6.mol

Synonyms:

Chemical Property of C₄₂H₇₀O₅Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₂H₇₀O₅Si₂

There total 15 articles about C₄₂H₇₀O₅Si₂ 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:

(3R,4S,6S,7R)-8-Benzyloxy-2-((1S,4R,5R)-4-benzyloxy-5-methoxy-cyclohex-2-enyl)-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-octanoic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester (135708-89-3,135818-60-9) → C42H70O5Si2 (135708-90-6)

Guidance literature:

With N-methylcarbazole; 2-methylpropan-2-thiol; In isopropyl alcohol; for 2h; Yield given; Irradiation;

DOI:10.1021/jo00020a026

Reference yield:

(5R)-6-benzyloxy-5-methyl-4-hydroxyhex-1-ene (89046-67-3,91796-47-3,91796-48-4,91798-02-6,91798-03-7,94233-73-5,94233-74-6,106357-32-8) → C42H70O5Si2 (135708-90-6)

Guidance literature:

Multi-step reaction with 14 steps

1: 98 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

2: 1) O₃, pyridine, 2) DMS / 1) MeOH, CH₂Cl₂, -78 deg C, 2) r.t., 15 h

3: 2) 15percent aq.NaOH / 1) toluene, -78 deg C, 2 h, 2) r.t., 16 h

4: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

5: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

6: 1) 9-BBN, 2) 30percent H₂O₂, 3M NaOH / 1) THF, r.t., 4 h, 2) 0 deg C, 1 h

7: 90 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂

8: 99 percent / KMnO₄, NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O

9: 75 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDCI), 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 16 h / Ambient temperature

10: 1) LDA, HMPA / 1) THF, hexane, -78 deg C, 15 min, 2) THF, r.t., 0.5 h

11: toluene / 2 h / Heating

12: 0.1N aq.LiOH / tetrahydrofuran / 2 h

13: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDCI), 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 8 h

14: N-methylcarbazole, t-BuSH / aq. propan-2-ol / 2 h / Irradiation

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium hydroxide; sodium hydroxide; potassium permanganate; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; N-methylcarbazole; oxalyl dichloride; 2,3-dimercapto-succinic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; ozone; 2-methylpropan-2-thiol; dimethyl sulfoxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; tert-butyl alcohol;

DOI:10.1021/jo00020a026

Reference yield:

[1-((R)-2-Benzyloxy-1-methyl-ethyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane (135708-75-7,135708-76-8) → C42H70O5Si2 (135708-90-6)

Guidance literature:

Multi-step reaction with 13 steps

1: 1) O₃, pyridine, 2) DMS / 1) MeOH, CH₂Cl₂, -78 deg C, 2) r.t., 15 h

2: 2) 15percent aq.NaOH / 1) toluene, -78 deg C, 2 h, 2) r.t., 16 h

3: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

4: 93 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

5: 1) 9-BBN, 2) 30percent H₂O₂, 3M NaOH / 1) THF, r.t., 4 h, 2) 0 deg C, 1 h

6: 90 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂

7: 99 percent / KMnO₄, NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O

8: 75 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDCI), 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 16 h / Ambient temperature

9: 1) LDA, HMPA / 1) THF, hexane, -78 deg C, 15 min, 2) THF, r.t., 0.5 h

10: toluene / 2 h / Heating

11: 0.1N aq.LiOH / tetrahydrofuran / 2 h

12: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDCI), 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 8 h

13: N-methylcarbazole, t-BuSH / aq. propan-2-ol / 2 h / Irradiation

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium hydroxide; sodium hydroxide; potassium permanganate; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; N-methylcarbazole; oxalyl dichloride; 2,3-dimercapto-succinic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; ozone; 2-methylpropan-2-thiol; dimethyl sulfoxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; tert-butyl alcohol;

DOI:10.1021/jo00020a026

upstream raw materials:

(3R,4S,6S,7R)-8-Benzyloxy-2-((1S,4R,5R)-4-benzyloxy-5-methoxy-cyclohex-2-enyl)-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-octanoic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester

(5R)-6-benzyloxy-5-methyl-4-hydroxyhex-1-ene

[1-((R)-2-Benzyloxy-1-methyl-ethyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

(R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentanal

Downstream raw materials:

(1R,2R,4S)-4-[(2R,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-2,6-dimethyl-heptyl]-2-methoxy-cyclohexanol

(2S,3S,5S,6R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-((1S,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-2,6-dimethyl-heptanal

(E)-(4R,5S,7S,8R)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-((1S,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-2,4,8-trimethyl-non-2-enoic acid methyl ester