combretastatin D-1 benzyl ether

Base Information

Chemical Name:combretastatin D-1 benzyl ether
CAS No.:202645-49-6
Molecular Formula:C₂₅H₂₂O₅
Molecular Weight:402.447
Hs Code.:

Synonyms:combretastatin D-1 benzyl ether

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Chemical Property of combretastatin D-1 benzyl ether

Chemical Property:

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Technology Process of combretastatin D-1 benzyl ether

There total 16 articles about combretastatin D-1 benzyl ether 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: 87.0%

: 172919-05-0
(13R,14R)-4-benzyloxy-13,14-dihydroxy-2,11-dioxatricyclo[13.2.2.1^3,7]eicosa-1⁽¹⁸⁾,3,5,7⁽²⁰⁾,1⁽¹⁹⁾,16-hexaen-10-one

: 202645-49-6
combretastatin D-1 benzyl ether

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In N,N-dimethyl-formamide; at 145 - 150 ℃; for 0.666667h;
DOI:10.1002/(SICI)1521-3765(199801)4:1<33::AID-CHEM33>3.0.CO;2-8

Reference yield:

: 4049-39-2
4-benzyloxy-3-hydroxy-benzaldehyde

: 202645-49-6
combretastatin D-1 benzyl ether

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / benzene / 2 h / 25 °C

2: 97 percent / H₂ / 5percent Pd/C / benzene / 5 h / 25 °C

3: 78 percent / K₂CO₃, CuBr*Me₂S / pyridine / 6 h / 140 °C

4: 87 percent / K₃Fe(CN)6, K₂CO₃, (DHQD)2PHAL, K₂Os₂(OH)4, CH₃SO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 12 h / 0 °C

5: 97 percent / imidazole / dimethylformamide / 3 h / 25 °C

6: 94 percent / aq. LiOH / tetrahydrofuran; methanol / 2 h / 0 - 25 °C

7: 90 percent / DIBAL-H / CH₂Cl₂; cyclohexane / 0.17 h / -78 °C

8: 81 percent / DEAD, PPh₃ / toluene / 14 h / 45 °C

9: 94 percent / TBAF / tetrahydrofuran / 3 h / 25 °C

10: 87 percent / PPh₃, DEAD / dimethylformamide / 0.67 h / 145 - 150 °C

With 1H-imidazole; potassium osmate; lithium hydroxide; copper(I) bromide dimethylsulfide complex; methanesulfonamide; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;
DOI:10.1002/(SICI)1521-3765(199801)4:1<33::AID-CHEM33>3.0.CO;2-8

Reference yield:

: 100-39-0
benzyl bromide

: 202645-49-6
combretastatin D-1 benzyl ether

Guidance literature:: Multi-step reaction with 11 steps

1: 76 percent / K₂CO₃ / dimethylformamide / 1.) 60 deg C, 4 h, 2.) 25 deg C, 12 h

2: 93 percent / benzene / 2 h / 25 °C

3: 97 percent / H₂ / 5percent Pd/C / benzene / 5 h / 25 °C

4: 78 percent / K₂CO₃, CuBr*Me₂S / pyridine / 6 h / 140 °C

5: 87 percent / K₃Fe(CN)6, K₂CO₃, (DHQD)2PHAL, K₂Os₂(OH)4, CH₃SO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 12 h / 0 °C

6: 97 percent / imidazole / dimethylformamide / 3 h / 25 °C

7: 94 percent / aq. LiOH / tetrahydrofuran; methanol / 2 h / 0 - 25 °C

8: 90 percent / DIBAL-H / CH₂Cl₂; cyclohexane / 0.17 h / -78 °C

9: 81 percent / DEAD, PPh₃ / toluene / 14 h / 45 °C

10: 94 percent / TBAF / tetrahydrofuran / 3 h / 25 °C

11: 87 percent / PPh₃, DEAD / dimethylformamide / 0.67 h / 145 - 150 °C

With 1H-imidazole; potassium osmate; lithium hydroxide; copper(I) bromide dimethylsulfide complex; methanesulfonamide; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;
DOI:10.1002/(SICI)1521-3765(199801)4:1<33::AID-CHEM33>3.0.CO;2-8