C₃₃H₄₄O₈

Base Information

Chemical Name:C₃₃H₄₄O₈
CAS No.:846577-17-1
Molecular Formula:C₃₃H₄₄O₈
Molecular Weight:568.708
Hs Code.:

C<sub>33</sub>H<sub>44</sub>O<sub>8</sub>

Synonyms:C₃₃H₄₄O₈

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Chemical Property of C₃₃H₄₄O₈

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Technology Process of C₃₃H₄₄O₈

There total 16 articles about C₃₃H₄₄O₈ 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: 76.0%

: 846577-18-2
Acetic acid (2E,13E)-(4R,5R,6S,7R,9S,10R,11S,12R)-15-acetoxy-4,7,9,12-tetrahydroxy-6,10-bis-(4-methoxy-benzyloxy)-5,11-dimethyl-pentadeca-2,13-dienyl ester

: 846577-17-1
C₃₃H₄₄O₈

Guidance literature:: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (R,R)-DPPBA; In dichloromethane; at 20 ℃;
DOI:10.1021/ol0473400

Reference yield:

: (2S,4R)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-pentanedial

: 846577-17-1
C₃₃H₄₄O₈

Guidance literature:: Multi-step reaction with 15 steps

1.1: KHMDS; 18-C-6 / tetrahydrofuran / 0.25 h / -78 °C

1.2: 6.3 g / tetrahydrofuran / -78 - 20 °C

2.1: 100 percent / DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

3.1: BH₃*THF / tetrahydrofuran / 0.75 h

3.2: 70 percent / NaBO₃*H₂O / tetrahydrofuran; H₂O / 1 h / 20 °C

4.1: PPTS / CH₂Cl₂ / 20 °C

5.1: 2.03 g / DIBAL / toluene / -78 - 0 °C

6.1: 97 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

7.1: NaH / tetrahydrofuran / -78 °C

7.2: 96 percent / tetrahydrofuran / -78 - 20 °C

8.1: 97 percent / DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

9.1: 68 percent / Ti(OiPr)4; L-(+)-DET; tert-butyl hydroperoxide / CH₂Cl₂; decane / -20 °C

10.1: 94 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

11.1: NaI / butan-2-one / 2 h / Heating

12.1: 1.12 g / Zn / I₂ / methanol / 0.5 h / Heating

13.1: 80 percent / [(benzylidene)(1,3-dimesitylimidazolidin-2-yl)(PCy₃)RuCl₂] / CH₂Cl₂ / 20 °C

14.1: 89 percent / TBAF / tetrahydrofuran / 20 °C

15.1: 76 percent / Pd₂(dba)3*CHCl₃; (R,R)-DPPBA / CH₂Cl₂ / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; borane-THF; oxalyl dichloride; 18-crown-6 ether; diethyl (2R,3R)-tartrate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium iodide; zinc; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (R,R)-DPPBA; iodine; In tetrahydrofuran; methanol; decane; hexane; dichloromethane; toluene; butanone; 6.1: Swern oxidation / 7.2: Horner-Wadsworth-Emmons reaction / 9.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ol0473400

Reference yield:

: 846577-21-7
(2Z,7Z)-(4S,6R)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-2,8-dimethyl-nona-2,7-diene-1,9-diol

: 846577-17-1
C₃₃H₄₄O₈

Guidance literature:: Multi-step reaction with 13 steps

1.1: BH₃*THF / tetrahydrofuran / 0.75 h

1.2: 70 percent / NaBO₃*H₂O / tetrahydrofuran; H₂O / 1 h / 20 °C

2.1: PPTS / CH₂Cl₂ / 20 °C

3.1: 2.03 g / DIBAL / toluene / -78 - 0 °C

4.1: 97 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

5.1: NaH / tetrahydrofuran / -78 °C

5.2: 96 percent / tetrahydrofuran / -78 - 20 °C

6.1: 97 percent / DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

7.1: 68 percent / Ti(OiPr)4; L-(+)-DET; tert-butyl hydroperoxide / CH₂Cl₂; decane / -20 °C

8.1: 94 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

9.1: NaI / butan-2-one / 2 h / Heating

10.1: 1.12 g / Zn / I₂ / methanol / 0.5 h / Heating

11.1: 80 percent / [(benzylidene)(1,3-dimesitylimidazolidin-2-yl)(PCy₃)RuCl₂] / CH₂Cl₂ / 20 °C

12.1: 89 percent / TBAF / tetrahydrofuran / 20 °C

13.1: 76 percent / Pd₂(dba)3*CHCl₃; (R,R)-DPPBA / CH₂Cl₂ / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; borane-THF; oxalyl dichloride; diethyl (2R,3R)-tartrate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium iodide; zinc; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (R,R)-DPPBA; iodine; In tetrahydrofuran; methanol; decane; hexane; dichloromethane; toluene; butanone; 4.1: Swern oxidation / 5.2: Horner-Wadsworth-Emmons reaction / 7.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ol0473400