C₅₃H₈₀O₉Si₃

Base Information

Chemical Name:C₅₃H₈₀O₉Si₃
CAS No.:199792-37-5
Molecular Formula:C₅₃H₈₀O₉Si₃
Molecular Weight:945.469
Hs Code.:

C<sub>53</sub>H<sub>80</sub>O<sub>9</sub>Si<sub>3</sub>

Synonyms:C₅₃H₈₀O₉Si₃

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Chemical Property of C₅₃H₈₀O₉Si₃

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Technology Process of C₅₃H₈₀O₉Si₃

There total 41 articles about C₅₃H₈₀O₉Si₃ 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:

: (Z)-5-{(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-4-(tert-butyl-dimethyl-silanyloxy)-pent-2-enoic acid methyl ester

: 199792-37-5
C₅₃H₈₀O₉Si₃

Guidance literature:: Multi-step reaction with 15 steps

1: 22 percent / DDQ / CH₂Cl₂; H₂O / 0.5 h / Ambient temperature

2: 1) NaH, 2) t-BuOK / 1) THF, room temperature, 2 h, 2) MeOH, room temperature, 18 h

3: 75 percent / TfOH / diethyl ether / 0.17 h / Ambient temperature

4: 100 percent / LiAlH₄ / diethyl ether / 0.5 h / -5 °C

5: 95 percent / NEt₃, DMAP / CH₂Cl₂ / 9 h / Ambient temperature

6: 100 percent / DDQ / CH₂Cl₂; H₂O / 0.67 h / Ambient temperature

7: 44 percent / H₂ / Pd(OH)2-C / ethanol; ethyl acetate / 168 h / 760 Torr / Ambient temperature

8: 96 percent / p-TsOH*H₂O / 0.5 h / Ambient temperature

9: 99 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 31 h / Ambient temperature

10: 94 percent / p-TsOH*H₂O / methanol / 0.83 h / Ambient temperature

11: 83 percent / NEt₃, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

12: 86 percent / NaI / acetone / 8 h / 50 °C

13: 98 percent / NEt₃ / CH₂Cl₂ / 0.17 h / -10 °C

14: 98 percent / acetonitrile / 27 h / 60 °C

15: 1) NaHMDS / 1) THF, room temperature, 1 h, 2) THF, room temperature, 30 min

With dmap; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; potassium tert-butylate; hydrogen; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; palladium hydroxide - carbon; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1016/S0040-4020(97)10254-X

Reference yield:

: 199792-29-5
{(2R,3R,4aR,6S,7S,8R,8aR)-7,8-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid methyl ester

: 199792-37-5
C₅₃H₈₀O₉Si₃

Guidance literature:: Multi-step reaction with 16 steps

1: 99 percent / LiAlH₄ / diethyl ether / 0.33 h / -5 °C

2: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

3: 100 percent / NEt₃, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

4: 1) (COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 30 min, 2) CH₂Cl₂, 0 deg C, 10 min

5: 99 percent / LiAlH₄ / diethyl ether / 0.25 h / -20 °C

6: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / Ambient temperature

7: 100 percent / DDQ / CH₂Cl₂; H₂O / 0.67 h / Ambient temperature

8: 44 percent / H₂ / Pd(OH)2-C / ethanol; ethyl acetate / 168 h / 760 Torr / Ambient temperature

9: 96 percent / p-TsOH*H₂O / 0.5 h / Ambient temperature

10: 99 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 31 h / Ambient temperature

11: 94 percent / p-TsOH*H₂O / methanol / 0.83 h / Ambient temperature

12: 83 percent / NEt₃, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

13: 86 percent / NaI / acetone / 8 h / 50 °C

14: 98 percent / NEt₃ / CH₂Cl₂ / 0.17 h / -10 °C

15: 98 percent / acetonitrile / 27 h / 60 °C

16: 1) NaHMDS / 1) THF, room temperature, 1 h, 2) THF, room temperature, 30 min

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; palladium hydroxide - carbon; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1016/S0040-4020(97)10254-X

Reference yield:

: 199792-25-1
{(2R,3S,4aR,6S,7S,8R,8aR)-7,8-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid methyl ester

: 199792-37-5
C₅₃H₈₀O₉Si₃

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / LiAlH₄ / diethyl ether / 0.5 h / -5 °C

2: 95 percent / NEt₃, DMAP / CH₂Cl₂ / 9 h / Ambient temperature

3: 100 percent / DDQ / CH₂Cl₂; H₂O / 0.67 h / Ambient temperature

4: 44 percent / H₂ / Pd(OH)2-C / ethanol; ethyl acetate / 168 h / 760 Torr / Ambient temperature

5: 96 percent / p-TsOH*H₂O / 0.5 h / Ambient temperature

6: 99 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 31 h / Ambient temperature

7: 94 percent / p-TsOH*H₂O / methanol / 0.83 h / Ambient temperature

8: 83 percent / NEt₃, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

9: 86 percent / NaI / acetone / 8 h / 50 °C

10: 98 percent / NEt₃ / CH₂Cl₂ / 0.17 h / -10 °C

11: 98 percent / acetonitrile / 27 h / 60 °C

12: 1) NaHMDS / 1) THF, room temperature, 1 h, 2) THF, room temperature, 30 min

With dmap; lithium aluminium tetrahydride; hydrogen; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; palladium hydroxide - carbon; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1016/S0040-4020(97)10254-X