(+/-)-vindoline

Base Information

• Chemical Name: (+/-)-vindoline
• CAS No.: 106356-49-4
• Molecular Formula: C₂₅H₃₂N₂O₆
• Molecular Weight: 456.539
• Mol file: 106356-49-4.mol

Synonyms:

Chemical Property of (+/-)-vindoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-vindoline

There total 58 articles about (+/-)-vindoline 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: 83.0%

acetic anhydride (108-24-7) + (+/-)-deacetylvindoline (3633-92-9,7649-19-6,95044-16-9,106356-50-7) → (+/-)-vindoline (2182-14-1,57794-53-3,95722-39-7,106356-49-4)

Guidance literature:

With sodium acetate; at 25 ℃; for 2h;

DOI:10.1021/ja061256t

Reference yield: 75.0%

(2R,3aS,4S,5R,10bS,12bS)-4-Acetoxy-3a-ethyl-2,5-dihydroxy-8-methoxy-6-methyl-2,3,3a,4,5,5a,6,11,12,12b-decahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester → (+/-)-vindoline (2182-14-1,57794-53-3,95722-39-7,106356-49-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 23 ℃; for 24h;

DOI:10.1021/ja061256t

Reference yield:

C10H15(3)HO2 (80054-38-2,80054-39-3) → vindoline (2182-14-1,57794-53-3,95722-39-7,106356-49-4) + loganin (18524-94-2) + catharanthine (67110-66-1)

Guidance literature:

With Tween 80; In dimethyl sulfoxide; at 29 - 30 ℃; for 72h; feeding experiments to Catharanthus roseus G_. Don, ratio of incorporation;

upstream raw materials:

C₁₀H₁₅⁽³⁾HO₂

14CH3>Loganin

tryptamine

secologanin

Downstream raw materials:

(-)-vindoline