C₄₇H₆₆O₁₁

Base Information Edit

Chemical Name:C₄₇H₆₆O₁₁
CAS No.:474125-42-3
Molecular Formula:C₄₇H₆₆O₁₁
Molecular Weight:807.034
Hs Code.:
Mol file:474125-42-3.mol

C<sub>47</sub>H<sub>66</sub>O<sub>11</sub>

Synonyms:C₄₇H₆₆O₁₁

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Chemical Property of C₄₇H₆₆O₁₁ Edit

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Technology Process of C₄₇H₆₆O₁₁

There total 29 articles about C₄₇H₆₆O₁₁ 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:

: 196393-04-1
(3S,4S,5R,6S)-6-Benzyloxymethyl-5-hydroxy-3,4-dimethyl-tetrahydro-pyran-2-one

: 474125-42-3
C₄₇H₆₆O₁₁

Guidance literature:: Multi-step reaction with 26 steps

1.1: 95 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 24 h / 50 °C

2.1: tetrahydrofuran / 1.17 h / -70 °C

3.1: disiamylborane / tetrahydrofuran / 1.17 h / 0 °C

3.2: H₂O₂; NaHCO₃ / tetrahydrofuran; methanol; H₂O / 20 °C

4.1: 37.5 g / 10-camphorsulfonic acid / 1,2-dichloro-ethane / 3 h / 20 °C

5.1: 100 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 24 h / 20 °C

6.1: DMSO; (COCl)2; triethylamine / CH₂Cl₂ / 2.25 h / -80 - -60 °C

7.1: 4.8 g / toluene / 0.58 h / -80 - -70 °C

8.1: 3.79 g / NaH / tetrahydrofuran; dimethylformamide / 7 h / 20 °C

9.1: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

10.1: NaIO₄ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

11.1: 437 mg / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

12.1: 75 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine; 10-camphorsulfonic acid / CH₂Cl₂ / 24 h / 35 °C

13.1: 63 percent / tetrahydrofuran / 60 °C

14.1: BH₃*THF / tetrahydrofuran / 0 - 20 °C

14.2: 75 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

15.1: 57 percent / DMSO; (COCl)2; triethylamine / CH₂Cl₂ / 1.5 h / -70 - -40 °C

16.1: 58 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 12 h / 20 °C

17.1: 84 percent / trifluoromethanesulfonic acid / hexane / 19 h / 20 °C

18.1: 71 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 1 h / -50 - -20 °C

19.1: 99 percent / hydrogen; AcOH / Pd(OH)2/C / ethyl acetate; methanol / 72 h / 20 °C

20.1: 174 mg / 10-camphorsulfonic acid / tetrahydrofuran / 1 h / 20 °C

21.1: 100 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 14 h / 40 °C

22.1: 100 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1.58 h / -80 - -40 °C

23.1: triethylamine / 1,2-dichloro-ethane / 0.67 h / 0 °C

24.1: 202 mg / 18-crown-6 / dimethylformamide / 48 h / 50 °C

25.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -80 - -70 °C

26.1: 75.7 mg / toluene / 3 h / 20 °C

With triethylsilane; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; borane-THF; 2-methyl-but-2-ene; oxalyl dichloride; 18-crown-6 ether; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; hydrogen; bis-(1,2-dimethylpropyl)borane; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 6.1: Swern oxidation / 15.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)00660-9

Reference yield:

: (E)-(R)-6-Benzyloxy-2,3-dimethyl-hex-4-enoic acid

: 474125-42-3
C₄₇H₆₆O₁₁

Guidance literature:: Multi-step reaction with 29 steps

1.1: 24.8 g / ethyl acetate / 0 - 20 °C

2.1: 62 percent / I₂ / acetonitrile / 0 - 20 °C

3.1: aq. NaOH / ethanol / 2 h / 20 °C

3.2: 72 percent / AcOH / ethanol / 1 h / 60 °C

4.1: 95 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 24 h / 50 °C

5.1: tetrahydrofuran / 1.17 h / -70 °C

6.1: disiamylborane / tetrahydrofuran / 1.17 h / 0 °C

6.2: H₂O₂; NaHCO₃ / tetrahydrofuran; methanol; H₂O / 20 °C

7.1: 37.5 g / 10-camphorsulfonic acid / 1,2-dichloro-ethane / 3 h / 20 °C

8.1: 100 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 24 h / 20 °C

9.1: DMSO; (COCl)2; triethylamine / CH₂Cl₂ / 2.25 h / -80 - -60 °C

10.1: 4.8 g / toluene / 0.58 h / -80 - -70 °C

11.1: 3.79 g / NaH / tetrahydrofuran; dimethylformamide / 7 h / 20 °C

12.1: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

13.1: NaIO₄ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

14.1: 437 mg / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

15.1: 75 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine; 10-camphorsulfonic acid / CH₂Cl₂ / 24 h / 35 °C

16.1: 63 percent / tetrahydrofuran / 60 °C

17.1: BH₃*THF / tetrahydrofuran / 0 - 20 °C

17.2: 75 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

18.1: 57 percent / DMSO; (COCl)2; triethylamine / CH₂Cl₂ / 1.5 h / -70 - -40 °C

19.1: 58 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 12 h / 20 °C

20.1: 84 percent / trifluoromethanesulfonic acid / hexane / 19 h / 20 °C

21.1: 71 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 1 h / -50 - -20 °C

22.1: 99 percent / hydrogen; AcOH / Pd(OH)2/C / ethyl acetate; methanol / 72 h / 20 °C

23.1: 174 mg / 10-camphorsulfonic acid / tetrahydrofuran / 1 h / 20 °C

24.1: 100 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 14 h / 40 °C

25.1: 100 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1.58 h / -80 - -40 °C

26.1: triethylamine / 1,2-dichloro-ethane / 0.67 h / 0 °C

27.1: 202 mg / 18-crown-6 / dimethylformamide / 48 h / 50 °C

28.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -80 - -70 °C

29.1: 75.7 mg / toluene / 3 h / 20 °C

With triethylsilane; dmap; sodium hydroxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; borane-THF; 2-methyl-but-2-ene; oxalyl dichloride; 18-crown-6 ether; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; hydrogen; iodine; bis-(1,2-dimethylpropyl)borane; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 9.1: Swern oxidation / 18.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)00660-9

Reference yield:

: 196392-89-9
(3S,4S,5S)-5-((R)-2-Benzyloxy-1-iodo-ethyl)-3,4-dimethyl-dihydro-furan-2-one

: 474125-42-3
C₄₇H₆₆O₁₁

Guidance literature:: Multi-step reaction with 27 steps

1.1: aq. NaOH / ethanol / 2 h / 20 °C

1.2: 72 percent / AcOH / ethanol / 1 h / 60 °C

2.1: 95 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 24 h / 50 °C

3.1: tetrahydrofuran / 1.17 h / -70 °C

4.1: disiamylborane / tetrahydrofuran / 1.17 h / 0 °C

4.2: H₂O₂; NaHCO₃ / tetrahydrofuran; methanol; H₂O / 20 °C

5.1: 37.5 g / 10-camphorsulfonic acid / 1,2-dichloro-ethane / 3 h / 20 °C

6.1: 100 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 24 h / 20 °C

7.1: DMSO; (COCl)2; triethylamine / CH₂Cl₂ / 2.25 h / -80 - -60 °C

8.1: 4.8 g / toluene / 0.58 h / -80 - -70 °C

9.1: 3.79 g / NaH / tetrahydrofuran; dimethylformamide / 7 h / 20 °C

10.1: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

11.1: NaIO₄ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

12.1: 437 mg / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

13.1: 75 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine; 10-camphorsulfonic acid / CH₂Cl₂ / 24 h / 35 °C

14.1: 63 percent / tetrahydrofuran / 60 °C

15.1: BH₃*THF / tetrahydrofuran / 0 - 20 °C

15.2: 75 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

16.1: 57 percent / DMSO; (COCl)2; triethylamine / CH₂Cl₂ / 1.5 h / -70 - -40 °C

17.1: 58 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 12 h / 20 °C

18.1: 84 percent / trifluoromethanesulfonic acid / hexane / 19 h / 20 °C

19.1: 71 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 1 h / -50 - -20 °C

20.1: 99 percent / hydrogen; AcOH / Pd(OH)2/C / ethyl acetate; methanol / 72 h / 20 °C

21.1: 174 mg / 10-camphorsulfonic acid / tetrahydrofuran / 1 h / 20 °C

22.1: 100 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 14 h / 40 °C

23.1: 100 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1.58 h / -80 - -40 °C

24.1: triethylamine / 1,2-dichloro-ethane / 0.67 h / 0 °C

25.1: 202 mg / 18-crown-6 / dimethylformamide / 48 h / 50 °C

26.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -80 - -70 °C

27.1: 75.7 mg / toluene / 3 h / 20 °C

With triethylsilane; dmap; sodium hydroxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; borane-THF; 2-methyl-but-2-ene; oxalyl dichloride; 18-crown-6 ether; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; hydrogen; bis-(1,2-dimethylpropyl)borane; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 7.1: Swern oxidation / 16.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)00660-9