C₃₉H₅₆O₈Si

Base Information

Chemical Name:C₃₉H₅₆O₈Si
CAS No.:568571-83-5
Molecular Formula:C₃₉H₅₆O₈Si
Molecular Weight:680.954
Hs Code.:

C<sub>39</sub>H<sub>56</sub>O<sub>8</sub>Si

Synonyms:C₃₉H₅₆O₈Si

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Chemical Property of C₃₉H₅₆O₈Si

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Technology Process of C₃₉H₅₆O₈Si

There total 76 articles about C₃₉H₅₆O₈Si 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: 100.0%

: 568572-11-2
C₃₉H₅₇IO₈Si

: 568571-83-5
C₃₉H₅₆O₈Si

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0040-4039(03)00949-3

Reference yield:

: 850656-94-9
(2S,3S,5S)-5-(2-Benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-carbaldehyde

: 568571-83-5
C₃₉H₅₆O₈Si

Guidance literature:: Multi-step reaction with 21 steps

1.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

1.2: 209.1 mg / tetrahydrofuran / 1 h / 0 °C

2.1: 99 percent / H₂ / Pd/C / ethyl acetate; methanol / 5 h / 20 °C

3.1: aq. HCl / tetrahydrofuran / 5 h / 40 - 60 °C

4.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 0.75 h / 20 °C

5.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 1.5 h / 20 °C

5.2: 1.95 g / DMAP / tetrahydrofuran; toluene / 0.5 h / Heating

6.1: 979.5 mg / KHMDS; hexamethylphosphoramide / tetrahydrofuran; toluene / 0.67 h / -78 °C

7.1: 9-BBN / tetrahydrofuran / 2.5 h / 0 °C

7.2: 1.111 g / Pd(PPh₃)4; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 9 h / 50 °C

8.1: thexylborane / tetrahydrofuran / 0 - 20 °C

8.2: 76 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 1 h / 20 °C

9.1: 93 percent / N-methylmorpholine-N-oxide; tetra-n-propylammonium perruthenate; 4A molecular sieves / CH₂Cl₂ / 1.5 h / 20 °C

10.1: LHMDS; Et₃N / tetrahydrofuran / 1 h / -78 °C

11.1: 29.1 mg / N-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 14 h / 20 °C

12.1: 82 percent / 2,6-lutidine / CH₂Cl₂ / 15 h / 20 °C

13.1: 55 percent / Zn(OTf)2 / CH₂Cl₂ / 23 h / 20 °C

14.1: 95 percent / Zn(OTf)2 / CH₂Cl₂; nitromethane / 3.5 h / 20 °C

15.1: camphorsulfonic acid / CH₂Cl₂ / 1.5 h / 20 °C

16.1: AIBN; Ph₃SnH / toluene / 2.5 h / 110 °C

17.1: 137.5 mg / tetra-butylammonium fluoride / tetrahydrofuran / 20 °C

18.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 20 °C

19.1: 93 percent / DIBALH / CH₂Cl₂; hexane / -78 - 0 °C

20.1: 86 percent / I₂; PPh₃; imidazole / benzene / 0.33 h / 20 °C

21.1: 100 percent / potassium t-butoxide / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; thexylborane; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; triphenylstannane; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hexamethyldisilazane; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; nitromethane; hexane; dichloromethane; water; ethyl acetate; toluene; tert-butyl alcohol; benzene; 1.2: Wittig reaction / 7.2: Suzuki-Miyaura cross-coupling / 11.1: Rubbotom-type oxidation;
DOI:10.1021/ja042686r

Reference yield:

: 850656-40-5
[(2R,3S,5S)-5-(2-Benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-methanol

: 568571-83-5
C₃₉H₅₆O₈Si

Guidance literature:: Multi-step reaction with 22 steps

1.1: SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 1.25 h / 0 °C

2.1: NaHMDS / tetrahydrofuran / 0.33 h / 0 °C

2.2: 209.1 mg / tetrahydrofuran / 1 h / 0 °C

3.1: 99 percent / H₂ / Pd/C / ethyl acetate; methanol / 5 h / 20 °C

4.1: aq. HCl / tetrahydrofuran / 5 h / 40 - 60 °C

5.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 0.75 h / 20 °C

6.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 1.5 h / 20 °C

6.2: 1.95 g / DMAP / tetrahydrofuran; toluene / 0.5 h / Heating

7.1: 979.5 mg / KHMDS; hexamethylphosphoramide / tetrahydrofuran; toluene / 0.67 h / -78 °C

8.1: 9-BBN / tetrahydrofuran / 2.5 h / 0 °C

8.2: 1.111 g / Pd(PPh₃)4; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 9 h / 50 °C

9.1: thexylborane / tetrahydrofuran / 0 - 20 °C

9.2: 76 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 1 h / 20 °C

10.1: 93 percent / N-methylmorpholine-N-oxide; tetra-n-propylammonium perruthenate; 4A molecular sieves / CH₂Cl₂ / 1.5 h / 20 °C

11.1: LHMDS; Et₃N / tetrahydrofuran / 1 h / -78 °C

12.1: 29.1 mg / N-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 14 h / 20 °C

13.1: 82 percent / 2,6-lutidine / CH₂Cl₂ / 15 h / 20 °C

14.1: 55 percent / Zn(OTf)2 / CH₂Cl₂ / 23 h / 20 °C

15.1: 95 percent / Zn(OTf)2 / CH₂Cl₂; nitromethane / 3.5 h / 20 °C

16.1: camphorsulfonic acid / CH₂Cl₂ / 1.5 h / 20 °C

17.1: AIBN; Ph₃SnH / toluene / 2.5 h / 110 °C

18.1: 137.5 mg / tetra-butylammonium fluoride / tetrahydrofuran / 20 °C

19.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 20 °C

20.1: 93 percent / DIBALH / CH₂Cl₂; hexane / -78 - 0 °C

21.1: 86 percent / I₂; PPh₃; imidazole / benzene / 0.33 h / 20 °C

22.1: 100 percent / potassium t-butoxide / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; pyridine-SO₃ complex; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; thexylborane; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; triphenylstannane; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hexamethyldisilazane; potassium hexamethylsilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; nitromethane; hexane; dichloromethane; water; ethyl acetate; toluene; tert-butyl alcohol; benzene; 1.1: Swern oxidation / 2.2: Wittig reaction / 8.2: Suzuki-Miyaura cross-coupling / 12.1: Rubbotom-type oxidation;
DOI:10.1021/ja042686r