C₂₉H₃₆O₆

Base Information

Chemical Name:C₂₉H₃₆O₆
CAS No.:168421-74-7
Molecular Formula:C₂₉H₃₆O₆
Molecular Weight:480.601
Hs Code.:

C<sub>29</sub>H<sub>36</sub>O<sub>6</sub>

Synonyms:C₂₉H₃₆O₆

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Chemical Property of C₂₉H₃₆O₆

Chemical Property:

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Technology Process of C₂₉H₃₆O₆

There total 33 articles about C₂₉H₃₆O₆ 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: 92.0%

: 168421-73-6
C₃₅H₅₀O₆Si

: 168421-74-7
C₂₉H₃₆O₆

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;

Reference yield:

: 878-47-7,4242-00-6,34996-06-0,50302-16-4,70191-02-5,34996-05-9
(4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen-2(3H)-one

: 168421-74-7
C₂₉H₃₆O₆

Guidance literature:: Multi-step reaction with 30 steps

1: 1.) Ac₂O, DMAP, Py, 2.) naphthalenesulfonic acid, 3.) NaOMe

2: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

3: 1.) BH₃*THF, 2.) aq. H₂O₂, aq. NaOH, 3.) pyridinium dichromate

4: 1.) KHMDS / 1.) THF, -78 deg C, 2.) THF

5: 73 percent / Pd(OH)2, Ph₃P, Hunig's base / dimethylformamide

6: 99 percent / DIBAL / hexane / -78 °C

7: 45 percent / N-methylmorpholine N-oxide monohydrate (NMO), OsO₄, H₂O / acetone; propan-2-ol / 15 h / Ambient temperature

8: Py / CH₂Cl₂ / 3 h / Ambient temperature

9: CH₂Cl₂ / 1.5 h / Ambient temperature

10: ethane-1,2-diol; CH₂Cl₂ / 14.5 h / Heating

11: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 0 deg C 0.5 h, 2.) THF, RT, 4 h

12: 84 percent / TsOH / acetone; H₂O / 2.5 h / Heating

13: 84 percent / Et₃N / CH₂Cl₂; H₂O / 4 h / -78 °C / Heating

14: 1.) 3,3-dimethyldioxirane, 2.) camphorosulfonic acid / 1.) CH₂Cl₂, Me₂CO, 10 min, 2.) Me₂CO, 0.5 h

15: 97 percent / Pb(OAc)4 / benzene / 0.17 h / 0 °C

16: 97 percent / collidinium p-toluene sulfonate (CPTS) / 10 h / Heating

17: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

18: 88 percent / Bu₃P / tetrahydrofuran / 0.25 h / Ambient temperature

19: 90 percent / aq. H₂O₂ / tetrahydrofuran / 12 h / Ambient temperature

20: 1.) O₃, NaHCO₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 0.5 h

21: 1.) tBuLi, 3.) tetrabutylammonium fluoride

22: 80 percent / mCPBA, NaHCO₃ / CH₂Cl₂ / 11 h / Ambient temperature

23: 65 percent / H₂ / Pd/C / ethanol / 1.25 h / -5 °C

24: 81 percent / NaH / dimethylformamide

25: 93 percent / L-selectride / tetrahydrofuran / 1.25 h / -78 °C

26: 98 percent / KHMDS / tetrahydrofuran / 0.17 h / -78 °C

27: 96 percent / aq. pyridinium p-toluenesulfonate / acetone / 9 h / 75 °C

28: 77 percent / tetrahydrofuran / 0.42 h / -78 - 0 °C

29: 46 percent / Pd(Ph₃P)4, K₂CO₃, molecular sieves 4A / acetonitrile / 16.5 h / 90 °C

30: 92 percent / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; lead(IV) acetate; dmap; palladium dihydroxide; sodium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; tributylphosphine; collidinium p-toluene sulfonate; 4 A molecular sieve; naphthalenesulfonic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; hydrogen; dihydrogen peroxide; tert.-butyl lithium; sodium methylate; 3,3-dimethyldioxirane; pyridinium p-toluenesulfonate; acetic anhydride; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; L-Selectride; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; ozone; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; isopropyl alcohol; acetone; acetonitrile; benzene;
DOI:10.1021/ja952692a

Reference yield:

: 155681-64-4
(4'aS,5'S,8'aS)-5'-(tert-Butyl-dimethyl-silanyloxy)-4'a-methyl-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'-one

: 168421-74-7
C₂₉H₃₆O₆

Guidance literature:: Multi-step reaction with 27 steps

1: 1.) KHMDS / 1.) THF, -78 deg C, 2.) THF

2: 73 percent / Pd(OH)2, Ph₃P, Hunig's base / dimethylformamide

3: 99 percent / DIBAL / hexane / -78 °C

4: 45 percent / N-methylmorpholine N-oxide monohydrate (NMO), OsO₄, H₂O / acetone; propan-2-ol / 15 h / Ambient temperature

5: Py / CH₂Cl₂ / 3 h / Ambient temperature

6: CH₂Cl₂ / 1.5 h / Ambient temperature

7: ethane-1,2-diol; CH₂Cl₂ / 14.5 h / Heating

8: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 0 deg C 0.5 h, 2.) THF, RT, 4 h

9: 84 percent / TsOH / acetone; H₂O / 2.5 h / Heating

10: 84 percent / Et₃N / CH₂Cl₂; H₂O / 4 h / -78 °C / Heating

11: 1.) 3,3-dimethyldioxirane, 2.) camphorosulfonic acid / 1.) CH₂Cl₂, Me₂CO, 10 min, 2.) Me₂CO, 0.5 h

12: 97 percent / Pb(OAc)4 / benzene / 0.17 h / 0 °C

13: 97 percent / collidinium p-toluene sulfonate (CPTS) / 10 h / Heating

14: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

15: 88 percent / Bu₃P / tetrahydrofuran / 0.25 h / Ambient temperature

16: 90 percent / aq. H₂O₂ / tetrahydrofuran / 12 h / Ambient temperature

17: 1.) O₃, NaHCO₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 0.5 h

18: 1.) tBuLi, 3.) tetrabutylammonium fluoride

19: 80 percent / mCPBA, NaHCO₃ / CH₂Cl₂ / 11 h / Ambient temperature

20: 65 percent / H₂ / Pd/C / ethanol / 1.25 h / -5 °C

21: 81 percent / NaH / dimethylformamide

22: 93 percent / L-selectride / tetrahydrofuran / 1.25 h / -78 °C

23: 98 percent / KHMDS / tetrahydrofuran / 0.17 h / -78 °C

24: 96 percent / aq. pyridinium p-toluenesulfonate / acetone / 9 h / 75 °C

25: 77 percent / tetrahydrofuran / 0.42 h / -78 - 0 °C

26: 46 percent / Pd(Ph₃P)4, K₂CO₃, molecular sieves 4A / acetonitrile / 16.5 h / 90 °C

27: 92 percent / tetrabutylammonium fluoride / tetrahydrofuran / 6 h / Ambient temperature

With pyridine; lead(IV) acetate; palladium dihydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributylphosphine; collidinium p-toluene sulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; hydrogen; dihydrogen peroxide; tert.-butyl lithium; 3,3-dimethyldioxirane; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; L-Selectride; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; ozone; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; isopropyl alcohol; acetone; acetonitrile; benzene;
DOI:10.1021/ja952692a