(1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane

Base Information

Chemical Name:(1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane
CAS No.:152611-85-3
Molecular Formula:C₂₈H₃₈OSi
Molecular Weight:418.695
Hs Code.:

Synonyms:(1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane

Suppliers and Price of (1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane

There total 30 articles about (1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane 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:

: 103537-73-1
(2R,3R,4R,5S)-4-(2-hydroxyethyl)-2,3-(isopropylidenedioxy)-5-<(1R)-1,2-(isopropylidenedioxy)ethyl>-4-vinyltetrahydrofuran

: 152611-85-3
(1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane

Guidance literature:: Multi-step reaction with 29 steps

1: 1.) Ph₃P, diethyl azodicarboxylate, 2.) MeI / 1.) THF, 0 deg C, 15 min, 2.) r.t., 8 h

2: NaH / tetrahydrofuran / 24 h / Heating

3: NaCl / dimethylsulfoxide; H₂O / 24 h / 160 °C

4: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

5: imidazole / dimethylformamide / 8 h / Ambient temperature

6: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 5 h, 2.) -78 deg C, 1 h

7: 1.) KN(TMS)2, 18-crown-6 / 1.) THF, toluene, -78 deg C, 20 min, 2.) THF, 5 deg C, 14 h

8: 100 percent / n-Bu₄NF / tetrahydrofuran / 4 h / Ambient temperature

9: 95 percent / PCC, molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

10: Sm(II) iodide, HMPA, 2-propanol / tetrahydrofuran / 1 h / Ambient temperature

11: 80 percent / 1M aq. HCl / tetrahydrofuran / 28 h / 5 °C

12: aq. NaIO₄ / methanol / 0.83 h / Ambient temperature

13: NaBH₄ / methanol / 0.67 h / 0 °C

14: 89 percent / NaH / dimethylformamide / 2 h / Ambient temperature

15: 77 percent / 60percent aq. TFA / 72 h / 5 °C

16: aq. NaIO₄ / methanol / 4 h / Ambient temperature

17: NaBH₄ / methanol / 0.5 h / Ambient temperature

18: 83 percent / imidazole / dimethylformamide / 1.) r.t., 18 h, 2.) 50 deg C, 9 h

19: 85 percent / H₂ / Pd/C / ethanol / 26 h

20: aq. NaIO₄ / methanol / 0.75 h / Ambient temperature

21: conc. aq. HCl / 72 h / -15 °C

22: 95 percent / Raney nickel T-4 / ethanol / 6.5 h / Heating

23: 85 percent / n-Bu₄NF / tetrahydrofuran / 10 h / Ambient temperature

24: PCC, molecular sieves / CH₂Cl₂ / 0.83 h / Ambient temperature

25: tetrahydrofuran / 0.17 h / Ambient temperature

26: 99 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / Ambient temperature

27: imidazole / dimethylformamide / 14.5 h

28: PCC, molecular sieves / CH₂Cl₂ / 1.25 h / Ambient temperature

29: tetrahydrofuran

With 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; molecular sieve; samarium diiodide; 18-crown-6 ether; Raney nickel T-4; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; sodium hydride; ozone; triphenylphosphine; isopropyl alcohol; pyridinium chlorochromate; trifluoroacetic acid; sodium chloride; diethylazodicarboxylate; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00075a021

Reference yield:

: C₁₅H₂₀O₆

: 152611-85-3
(1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane

Guidance literature:: Multi-step reaction with 17 steps

1: NaBH₄ / methanol / 0.67 h / 0 °C

2: 89 percent / NaH / dimethylformamide / 2 h / Ambient temperature

3: 77 percent / 60percent aq. TFA / 72 h / 5 °C

4: aq. NaIO₄ / methanol / 4 h / Ambient temperature

5: NaBH₄ / methanol / 0.5 h / Ambient temperature

6: 83 percent / imidazole / dimethylformamide / 1.) r.t., 18 h, 2.) 50 deg C, 9 h

7: 85 percent / H₂ / Pd/C / ethanol / 26 h

8: aq. NaIO₄ / methanol / 0.75 h / Ambient temperature

9: conc. aq. HCl / 72 h / -15 °C

10: 95 percent / Raney nickel T-4 / ethanol / 6.5 h / Heating

11: 85 percent / n-Bu₄NF / tetrahydrofuran / 10 h / Ambient temperature

12: PCC, molecular sieves / CH₂Cl₂ / 0.83 h / Ambient temperature

13: tetrahydrofuran / 0.17 h / Ambient temperature

14: 99 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / Ambient temperature

15: imidazole / dimethylformamide / 14.5 h

16: PCC, molecular sieves / CH₂Cl₂ / 1.25 h / Ambient temperature

17: tetrahydrofuran

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; molecular sieve; Raney nickel T-4; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; pyridinium chlorochromate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00075a021

Reference yield:

: (2'S,3aS,3'R,4'R,5'R,7aR)-2'-<(1R)-Dihydroxyethyl>-4',5'-(isopropylidenedioxy)spiro-2(3H)-one

: 152611-85-3
(1S,2R)-1-Methyl-3-methylene-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>-1-vinylcyclohexane

Guidance literature:: Multi-step reaction with 18 steps

1: aq. NaIO₄ / methanol / 0.83 h / Ambient temperature

2: NaBH₄ / methanol / 0.67 h / 0 °C

3: 89 percent / NaH / dimethylformamide / 2 h / Ambient temperature

4: 77 percent / 60percent aq. TFA / 72 h / 5 °C

5: aq. NaIO₄ / methanol / 4 h / Ambient temperature

6: NaBH₄ / methanol / 0.5 h / Ambient temperature

7: 83 percent / imidazole / dimethylformamide / 1.) r.t., 18 h, 2.) 50 deg C, 9 h

8: 85 percent / H₂ / Pd/C / ethanol / 26 h

9: aq. NaIO₄ / methanol / 0.75 h / Ambient temperature

10: conc. aq. HCl / 72 h / -15 °C

11: 95 percent / Raney nickel T-4 / ethanol / 6.5 h / Heating

12: 85 percent / n-Bu₄NF / tetrahydrofuran / 10 h / Ambient temperature

13: PCC, molecular sieves / CH₂Cl₂ / 0.83 h / Ambient temperature

14: tetrahydrofuran / 0.17 h / Ambient temperature

15: 99 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / Ambient temperature

16: imidazole / dimethylformamide / 14.5 h

17: PCC, molecular sieves / CH₂Cl₂ / 1.25 h / Ambient temperature

18: tetrahydrofuran

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; molecular sieve; Raney nickel T-4; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; pyridinium chlorochromate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00075a021