[(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde

Base Information

Chemical Name:[(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde
CAS No.:201011-90-7
Molecular Formula:C₂₇H₄₄O₇Si
Molecular Weight:508.728
Hs Code.:

[(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde

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Chemical Property of [(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde

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Technology Process of [(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde

There total 12 articles about [(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde 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:

: 155887-05-1
(2R,4R)-4,5-(isopropylidenedioxy)-2-methylpentan-1-ol

: 201011-90-7
[(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) -78 deg C, 45 min, 2.) -50 deg C

2: toluene / 12 h / 50 °C

3: DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

4: (-)-DET, Ti(i-PrO)4, t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 19 h / -20 °C

6: imidazole / CH₂Cl₂ / 1 h / Ambient temperature

7: DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

8: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 45 min, 2.) -50 deg C

9: tetrahydrofuran / 15 h / -78 °C

10: 86 percent / 1 M potassium phosphate buffer, DDQ / CH₂Cl₂ / 0.17 h / Ambient temperature

11: 1.) 9-BBN, 2.) 30percent H₂O₂, 3 M aq. NaOH / 1.) THF, r.t., 9 h, 2.) r.t., 15 h

12: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 45 min, 2.) -50 deg C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; potassium phosphate buffer; 4 A molecular sieve; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; toluene;

Reference yield:

: (R)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde

: 201011-90-7
[(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 11 steps

1: toluene / 12 h / 50 °C

2: DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

3: (-)-DET, Ti(i-PrO)4, t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 19 h / -20 °C

5: imidazole / CH₂Cl₂ / 1 h / Ambient temperature

6: DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

7: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 45 min, 2.) -50 deg C

8: tetrahydrofuran / 15 h / -78 °C

9: 86 percent / 1 M potassium phosphate buffer, DDQ / CH₂Cl₂ / 0.17 h / Ambient temperature

10: 1.) 9-BBN, 2.) 30percent H₂O₂, 3 M aq. NaOH / 1.) THF, r.t., 9 h, 2.) r.t., 15 h

11: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 45 min, 2.) -50 deg C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; potassium phosphate buffer; 4 A molecular sieve; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; toluene;

Reference yield:

: 201011-97-4
(2R,3R,4R,6R)-6,7-Isopropylidenedioxy-2,3-epoxy-4-methylheptan-1-ol

: 201011-90-7
[(2R,4R,5R,6S)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxan-4-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

2: imidazole / CH₂Cl₂ / 1 h / Ambient temperature

3: DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 45 min, 2.) -50 deg C

5: tetrahydrofuran / 15 h / -78 °C

6: 86 percent / 1 M potassium phosphate buffer, DDQ / CH₂Cl₂ / 0.17 h / Ambient temperature

7: 1.) 9-BBN, 2.) 30percent H₂O₂, 3 M aq. NaOH / 1.) THF, r.t., 9 h, 2.) r.t., 15 h

8: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 45 min, 2.) -50 deg C

With 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; potassium phosphate buffer; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane;