C₄₄H₅₄O₉SSi

Base Information

Chemical Name:C₄₄H₅₄O₉SSi
CAS No.:880344-56-9
Molecular Formula:C₄₄H₅₄O₉SSi
Molecular Weight:787.059
Hs Code.:

C<sub>44</sub>H<sub>54</sub>O<sub>9</sub>SSi

Synonyms:C₄₄H₅₄O₉SSi

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Chemical Property of C₄₄H₅₄O₉SSi

Chemical Property:

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Technology Process of C₄₄H₅₄O₉SSi

There total 27 articles about C₄₄H₅₄O₉SSi 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%

: 34097-60-4
methyl benzenesulfonylacetate

: 615284-89-4
C₃₇H₄₈O₇Si

: 880344-56-9
C₄₄H₅₄O₉SSi

Guidance literature:: With bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; at 25 ℃; for 18h;
DOI:10.1021/ja0547477

Reference yield:

: 157240-43-2
(4R)-4,5-isopropylidenedioxy-1-(dimethoxyphosphoryl)-2-pentanone

: 880344-56-9
C₄₄H₅₄O₉SSi

Guidance literature:: Multi-step reaction with 28 steps

1.1: LiCl; N,N-diisopropylethylamine / acetonitrile / 2 h / 25 °C

1.2: 86 percent / acetonitrile / 15 h / 25 °C

2.1: 98 percent / LiI; LiAlH₄ / diethyl ether / -100 - 0 °C

3.1: 97 percent / AcOH / H₂O / 5 h / 40 °C

4.1: 70 percent / NaHCO₃; N-iodosuccinimide / tetrahydrofuran / 36 h / 0 °C

5.1: 99 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 10 h / 25 °C

6.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 99 percent / H₂; Raney-Ni catalyst / ethanol / 1 h / 25 °C

8.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

9.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

10.1: Mg / tetrahydrofuran / 2 h / 25 °C

10.2: tetrahydrofuran / 2 h / -78 - 0 °C

11.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

12.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

13.1: N-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 14 h / 25 °C

13.2: 100 percent / NaIO₄; aq. saline solution buffer / tetrahydrofuran; 2-methyl-propan-2-ol / 5 h / 25 °C

14.1: n-BuLi / tetrahydrofuran; toluene / 3 h / -30 °C

14.2: tetrahydrofuran / 1 h / -30 °C

15.1: 13.2 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 0 °C

16.1: 85 percent / TMSOTf / CH₂Cl₂ / 3 h / -78 - -30 °C

17.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

18.1: 91 percent / 2,6-lutidine; N-bromosuccinimide / acetonitrile; H₂O / 2 h / 25 °C

19.1: 92 percent / NaBH₄ / methanol / 0.08 h / -5 °C

20.1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

21.1: 80 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

22.1: 83 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C

23.1: 90 percent / Pd(PPh₃)4; n-Bu₃SnH / tetrahydrofuran / 0.75 h / 25 °C

24.1: 92 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.33 h / -78 °C

25.1: 92 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

26.1: diethyl ether; tetrahydrofuran / 1 h / 25 °C

27.1: pyridine; 4-DMAP / CH₂Cl₂ / 3 h / 0 °C

28.1: 92 percent / Pd(dppe)2; 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 18 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; N-iodo-succinimide; osmium(VIII) oxide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; Raney-Ni catalyst; hydrogen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; orthoformic acid triethyl ester; trifluoroacetic acid; lithium chloride; lithium iodide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 21.1: Swern oxidation / 25.1: Swern oxidation;
DOI:10.1021/ja0547477

Reference yield:

: 392663-03-5
(E)-(2R,4S,7S)-8-Benzyloxy-7-methyl-oct-5-ene-1,2,4-triol

: 880344-56-9
C₄₄H₅₄O₉SSi

Guidance literature:: Multi-step reaction with 25 steps

1.1: 70 percent / NaHCO₃; N-iodosuccinimide / tetrahydrofuran / 36 h / 0 °C

2.1: 99 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 10 h / 25 °C

3.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 99 percent / H₂; Raney-Ni catalyst / ethanol / 1 h / 25 °C

5.1: 88 percent / H₂ / Pd(OH)2/C / ethanol / 3 h / 25 °C

6.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 - 25 °C

7.1: Mg / tetrahydrofuran / 2 h / 25 °C

7.2: tetrahydrofuran / 2 h / -78 - 0 °C

8.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 25 °C

9.1: 98 percent / triethyl orthoformate; p-TsOH / 2.5 h / 55 °C

10.1: N-methylmorpholine-N-oxide; OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 14 h / 25 °C

10.2: 100 percent / NaIO₄; aq. saline solution buffer / tetrahydrofuran; 2-methyl-propan-2-ol / 5 h / 25 °C

11.1: n-BuLi / tetrahydrofuran; toluene / 3 h / -30 °C

11.2: tetrahydrofuran / 1 h / -30 °C

12.1: 13.2 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 0 °C

13.1: 85 percent / TMSOTf / CH₂Cl₂ / 3 h / -78 - -30 °C

14.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

15.1: 91 percent / 2,6-lutidine; N-bromosuccinimide / acetonitrile; H₂O / 2 h / 25 °C

16.1: 92 percent / NaBH₄ / methanol / 0.08 h / -5 °C

17.1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

18.1: 80 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

19.1: 83 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C

20.1: 90 percent / Pd(PPh₃)4; n-Bu₃SnH / tetrahydrofuran / 0.75 h / 25 °C

21.1: 92 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.33 h / -78 °C

22.1: 92 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

23.1: diethyl ether; tetrahydrofuran / 1 h / 25 °C

24.1: pyridine; 4-DMAP / CH₂Cl₂ / 3 h / 0 °C

25.1: 92 percent / Pd(dppe)2; 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 18 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; N-iodo-succinimide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; Raney-Ni catalyst; hydrogen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; orthoformic acid triethyl ester; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 18.1: Swern oxidation / 22.1: Swern oxidation;
DOI:10.1021/ja0547477