C₂₇H₃₈O₇

Base Information

Chemical Name:C₂₇H₃₈O₇
CAS No.:814920-11-1
Molecular Formula:C₂₇H₃₈O₇
Molecular Weight:474.595
Hs Code.:

C<sub>27</sub>H<sub>38</sub>O<sub>7</sub>

Synonyms:C₂₇H₃₈O₇

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Chemical Property of C₂₇H₃₈O₇

Chemical Property:

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Technology Process of C₂₇H₃₈O₇

There total 24 articles about C₂₇H₃₈O₇ 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: 91.0%

: C₃₃H₅₂O₈Si

: 814920-11-1
C₂₇H₃₈O₇

Guidance literature:: With cesium fluoride; In N,N-dimethyl-formamide; at 130 ℃; for 46h;
DOI:10.1021/jo048681u

Reference yield:

: 312923-90-3
(1S,3R,7R,8S,9R,10S,11S)-9-Benzyloxymethyl-10-hydroxymethyl-11-methyl-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

: 814920-11-1
C₂₇H₃₈O₇

Guidance literature:: Multi-step reaction with 23 steps

1.1: 29 percent / diacetoxyiodobenzene; iodine / CH₂Cl₂ / 0.83 h / 0 °C / Irradiation

2.1: 86 percent / i-Pr₂NEt / CH₂Cl₂ / 10 h / 20 °C

3.1: O₃ / CH₂Cl₂ / 0.25 h / -78 °C

3.2: 83 percent / PPh₃ / CH₂Cl₂ / -78 - 20 °C

4.1: Zn(BH₄)2 / diethyl ether / 0.5 h / 0 °C

5.1: tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

6.1: 2.25 g / PPTS / acetone / 14 h / 20 °C

7.1: LiHMDS; HMPA / tetrahydrofuran / 1.5 h / -78 °C

7.2: 86 percent / tetrahydrofuran / 0.92 h / -78 - -40 °C

8.1: O₃ / CH₂Cl₂ / 0.08 h / -78 °C

8.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

9.1: 197 mg / NaBH₄ / CH₂Cl₂; methanol / 0.08 h / 20 °C

10.1: 97 percent / n-Bu₃P / tetrahydrofuran / 1.67 h / -78 - 20 °C

11.1: 252 mg / H₂O₂ / tetrahydrofuran / 12 h / 20 °C

12.1: 335 mg / LiAlH₄ / dioxane / 0.02 h / Heating

13.1: 345 mg / Et₃N; DMAP / CH₂Cl₂ / 1.17 h / 20 °C

14.1: 93 percent / 4-methylmorpholine N-oxide / TPAP / acetonitrile / 1 h / 20 °C

15.1: O₃ / CH₂Cl₂ / 0.67 h / -78 °C

15.2: 88 percent / triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

16.1: 86 percent / SmI₂; HMPA / tetrahydrofuran / 0.75 h / -40 - 0 °C

17.1: 87 percent / DMAP / tetrahydrofuran / 6 h / 20 °C

18.1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.67 h / 20 °C

19.1: 98 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.58 h / 20 °C

20.1: 90 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.25 h / 0 °C

21.1: 77 percent / zinc chloride / CH₂Cl₂ / 0.75 h

22.1: 45 percent / (TMS)3SiH; AIBN / benzene / 0.33 h / Heating

23.1: 91 percent / cesium fluoride / dimethylformamide / 46 h / 130 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; samarium diiodide; cerium(III) chloride; zinc(II) tetrahydroborate; 2,2'-azobis(isobutyronitrile); tributylphosphine; [bis(acetoxy)iodo]benzene; tris-(trimethylsilyl)silane; tetrabutyl ammonium fluoride; dihydrogen peroxide; iodine; pyridinium p-toluenesulfonate; Dess-Martin periodane; ozone; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; cesium fluoride; zinc(II) chloride; lithium hexamethyldisilazane; tetrapropylammonium perruthennate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 11.1: Grieco olefination / 19.1: Dess-Martin oxidation;
DOI:10.1021/jo048681u

Reference yield:

: (1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-(2-trimethylsilanyl-ethoxymethoxymethyl)-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

: 814920-11-1
C₂₇H₃₈O₇

Guidance literature:: Multi-step reaction with 18 steps

1.1: 2.25 g / PPTS / acetone / 14 h / 20 °C

2.1: LiHMDS; HMPA / tetrahydrofuran / 1.5 h / -78 °C

2.2: 86 percent / tetrahydrofuran / 0.92 h / -78 - -40 °C

3.1: O₃ / CH₂Cl₂ / 0.08 h / -78 °C

3.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

4.1: 197 mg / NaBH₄ / CH₂Cl₂; methanol / 0.08 h / 20 °C

5.1: 97 percent / n-Bu₃P / tetrahydrofuran / 1.67 h / -78 - 20 °C

6.1: 252 mg / H₂O₂ / tetrahydrofuran / 12 h / 20 °C

7.1: 335 mg / LiAlH₄ / dioxane / 0.02 h / Heating

8.1: 345 mg / Et₃N; DMAP / CH₂Cl₂ / 1.17 h / 20 °C

9.1: 93 percent / 4-methylmorpholine N-oxide / TPAP / acetonitrile / 1 h / 20 °C

10.1: O₃ / CH₂Cl₂ / 0.67 h / -78 °C

10.2: 88 percent / triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

11.1: 86 percent / SmI₂; HMPA / tetrahydrofuran / 0.75 h / -40 - 0 °C

12.1: 87 percent / DMAP / tetrahydrofuran / 6 h / 20 °C

13.1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.67 h / 20 °C

14.1: 98 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.58 h / 20 °C

15.1: 90 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.25 h / 0 °C

16.1: 77 percent / zinc chloride / CH₂Cl₂ / 0.75 h

17.1: 45 percent / (TMS)3SiH; AIBN / benzene / 0.33 h / Heating

18.1: 91 percent / cesium fluoride / dimethylformamide / 46 h / 130 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; samarium diiodide; cerium(III) chloride; 2,2'-azobis(isobutyronitrile); tributylphosphine; tris-(trimethylsilyl)silane; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridinium p-toluenesulfonate; Dess-Martin periodane; ozone; 4-methylmorpholine N-oxide; triethylamine; cesium fluoride; zinc(II) chloride; lithium hexamethyldisilazane; tetrapropylammonium perruthennate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 6.1: Grieco olefination / 14.1: Dess-Martin oxidation;
DOI:10.1021/jo048681u