keto rocaglate

Base Information

• Chemical Name: keto rocaglate
• CAS No.: 901774-46-7
• Molecular Formula: C₂₈H₂₆O₈
• Molecular Weight: 490.51
• Mol file: 901774-46-7.mol

Synonyms:keto rocaglate

Chemical Property of keto rocaglate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of keto rocaglate

There total 1 articles about keto rocaglate 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: 95.0%

trimethoxy cyclopenta[bc]benzopyran → keto rocaglate (901774-46-7)

Guidance literature:

With sodium methylate; In methanol; at 60 ℃; for 0.333333h;

DOI:10.1021/ja062621j

Reference yield: 61.0%

keto rocaglate (901774-46-7) → exo methyl rocaglate (901774-43-4) + aglafoline (143901-35-3)

Guidance literature:

keto rocaglate; With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at 20 ℃; for 3h;

With ammonium chloride; In water; acetonitrile;

With sodium L-tartrate; potassium L-tartrate; In water; acetonitrile; at 20 ℃; for 0.5h;

Reference yield:

keto rocaglate (901774-46-7) → rocaglamide (84573-16-0,117894-34-5,134931-37-6,145679-29-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Me₄NBH(OAc)3; acetic acid / acetonitrile / 3 h / 20 °C

2: 96 percent / potassium hydroxide / methanol / 12 h / 44 °C

3: DMAP; EDCI; triethylamine / dimethylformamide / 0 - 20 °C

With dmap; potassium hydroxide; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tetramethylammonium triacetoxyborohydride; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja062621j

Downstream raw materials:

(3R,3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxy-phenyl)-3-phenyl-2,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-1-one

(3S,3aR,8bR)-8b-Hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-one

exo methyl rocaglate

aglafoline

Refernces