C₃₉H₆₆O₉SSi₂

Base Information

Chemical Name:C₃₉H₆₆O₉SSi₂
CAS No.:1592770-84-7
Molecular Formula:C₃₉H₆₆O₉SSi₂
Molecular Weight:767.185
Hs Code.:

C<sub>39</sub>H<sub>66</sub>O<sub>9</sub>SSi<sub>2</sub>

Synonyms:C₃₉H₆₆O₉SSi₂

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Chemical Property of C₃₉H₆₆O₉SSi₂

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Technology Process of C₃₉H₆₆O₉SSi₂

There total 43 articles about C₃₉H₆₆O₉SSi₂ 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:

: 1592771-43-1
C₃₉H₆₆O₈SSi₂

: 1592772-13-8
C₃₉H₆₆O₉SSi₂

: 1592770-84-7
C₃₉H₆₆O₉SSi₂

Guidance literature:: With tert.-butylhydroperoxide; potassium tert-butylate; In tetrahydrofuran; at -80 - 20 ℃; for 21h; Overall yield = 99 %; Overall yield = 7.4 mg; Optical yield = 44 %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol500788c

Reference yield:

: methyl 3-O-benzyl-5-O-(p-toluenesulfonyl)-2-deoxy-D-ribofuranoside

: 1592772-13-8
C₃₉H₆₆O₉SSi₂

: 1592770-84-7
C₃₉H₆₆O₉SSi₂

Guidance literature:: Multi-step reaction with 22 steps

1.1: lithium triethylborohydride / tetrahydrofuran / 6.25 h / 20 - 45 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere

3.1: 4-methyl-morpholine / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: methyl iodide; sodium hydrogencarbonate / acetonitrile; water / 24 h / 20 °C

5.1: samarium diiodide / acetonitrile; methanol / 1 h / -20 °C / Inert atmosphere

6.1: 2,6-dimethylpyridine / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere

7.1: diisobutylaluminium hydride / dichloromethane; hexane / 0.75 h / -80 °C / Inert atmosphere

8.1: lithium chloride; triethylamine / acetonitrile / 5 h / 20 °C / Inert atmosphere

9.1: potassium tert-butylate; tert.-butylhydroperoxide / tetrahydrofuran / 16 h / -80 - -25 °C / Inert atmosphere

10.1: n-butyllithium / tetrahydrofuran; hexane; N,N,N,N,N,N-hexamethylphosphoric triamide / 0.67 h / -100 °C / Inert atmosphere

11.1: toluene-4-sulfonic acid / dichloromethane; methanol / 0.5 h / 20 °C

12.1: lithium bromide; magnesium bromide diethyl etherate / dichloromethane / 3 h / -15 - 0 °C / Inert atmosphere

13.1: sodium hydroxide; 18-crown-6 ether / tetrahydrofuran; water / 8 h / 0 °C

14.1: boron trifluoride diethyl etherate / dichloromethane; hexane / 2 h / -80 °C / Inert atmosphere; Molecular sieve

14.2: 2 h / 20 °C

15.1: toluene-4-sulfonic acid / chloroform; methanol / 8 h / 56 °C / Inert atmosphere

15.2: 1 h / 56 °C / Inert atmosphere

16.1: trimethylsilyl trifluoromethanesulfonate; triethylsilane / dichloromethane / 1 h / 0 °C / Inert atmosphere

17.1: 10 wt% Pd(OH)2 on carbon; hydrogen / ethyl acetate / 3 h / 20 °C

18.1: 2,6-dimethylpyridine / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

19.1: toluene-4-sulfonic acid / chloroform; methanol / 1.17 h / 0 °C

20.1: Dess-Martin periodane / dichloromethane / 4 h / 20 °C / Inert atmosphere

21.1: lithium chloride; triethylamine / acetonitrile / 9 h / 20 °C / Inert atmosphere

22.1: potassium tert-butylate; tert.-butylhydroperoxide / tetrahydrofuran / 21 h / -80 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; 2,6-dimethylpyridine; triethylsilane; tert.-butylhydroperoxide; n-butyllithium; samarium diiodide; magnesium bromide diethyl etherate; 18-crown-6 ether; trimethylsilyl trifluoromethanesulfonate; 10 wt% Pd(OH)2 on carbon; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; lithium triethylborohydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; lithium chloride; lithium bromide; sodium hydroxide; methyl iodide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; chloroform; water; ethyl acetate; acetonitrile; 8.1: |Horner-Wadsworth-Emmons Olefination / 20.1: |Dess-Martin Oxidation / 21.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/ol500788c

Reference yield:

: methyl 3-O-benzyl-2,5-dideoxy-D-erythropentofuranoside

: 1592772-13-8
C₃₉H₆₆O₉SSi₂

: 1592770-84-7
C₃₉H₆₆O₉SSi₂

Guidance literature:: Multi-step reaction with 21 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere

2.1: 4-methyl-morpholine / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: methyl iodide; sodium hydrogencarbonate / acetonitrile; water / 24 h / 20 °C

4.1: samarium diiodide / acetonitrile; methanol / 1 h / -20 °C / Inert atmosphere

5.1: 2,6-dimethylpyridine / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / dichloromethane; hexane / 0.75 h / -80 °C / Inert atmosphere

7.1: lithium chloride; triethylamine / acetonitrile / 5 h / 20 °C / Inert atmosphere

8.1: potassium tert-butylate; tert.-butylhydroperoxide / tetrahydrofuran / 16 h / -80 - -25 °C / Inert atmosphere

9.1: n-butyllithium / tetrahydrofuran; hexane; N,N,N,N,N,N-hexamethylphosphoric triamide / 0.67 h / -100 °C / Inert atmosphere

10.1: toluene-4-sulfonic acid / dichloromethane; methanol / 0.5 h / 20 °C

11.1: lithium bromide; magnesium bromide diethyl etherate / dichloromethane / 3 h / -15 - 0 °C / Inert atmosphere

12.1: sodium hydroxide; 18-crown-6 ether / tetrahydrofuran; water / 8 h / 0 °C

13.1: boron trifluoride diethyl etherate / dichloromethane; hexane / 2 h / -80 °C / Inert atmosphere; Molecular sieve

13.2: 2 h / 20 °C

14.1: toluene-4-sulfonic acid / chloroform; methanol / 8 h / 56 °C / Inert atmosphere

14.2: 1 h / 56 °C / Inert atmosphere

15.1: trimethylsilyl trifluoromethanesulfonate; triethylsilane / dichloromethane / 1 h / 0 °C / Inert atmosphere

16.1: 10 wt% Pd(OH)2 on carbon; hydrogen / ethyl acetate / 3 h / 20 °C

17.1: 2,6-dimethylpyridine / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

18.1: toluene-4-sulfonic acid / chloroform; methanol / 1.17 h / 0 °C

19.1: Dess-Martin periodane / dichloromethane / 4 h / 20 °C / Inert atmosphere

20.1: lithium chloride; triethylamine / acetonitrile / 9 h / 20 °C / Inert atmosphere

21.1: potassium tert-butylate; tert.-butylhydroperoxide / tetrahydrofuran / 21 h / -80 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; 2,6-dimethylpyridine; triethylsilane; tert.-butylhydroperoxide; n-butyllithium; samarium diiodide; magnesium bromide diethyl etherate; 18-crown-6 ether; trimethylsilyl trifluoromethanesulfonate; 10 wt% Pd(OH)2 on carbon; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; lithium chloride; lithium bromide; sodium hydroxide; methyl iodide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; chloroform; water; ethyl acetate; acetonitrile; 7.1: |Horner-Wadsworth-Emmons Olefination / 19.1: |Dess-Martin Oxidation / 20.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/ol500788c