(+)-tetrabenzyllycoricidine

Base Information

• Chemical Name: (+)-tetrabenzyllycoricidine
• CAS No.: 130861-30-2
• Molecular Formula: C₄₂H₃₇NO₆
• Molecular Weight: 651.759
• Mol file: 130861-30-2.mol

Synonyms:

Chemical Property of (+)-tetrabenzyllycoricidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-tetrabenzyllycoricidine

There total 9 articles about (+)-tetrabenzyllycoricidine 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:

benzyl bromide (100-39-0) + lycoricidine (19622-83-4) → (+)-tetrabenzyllycoricidine (130861-30-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo00312a007

Reference yield:

(1S,2S,3S,4S,4aR,11bS)-5-Benzyl-2,3,4-tris-benzyloxy-1-hydroxy-1,3,4,4a,5,11b-hexahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one (130861-27-7) → (+)-tetrabenzyllycoricidine (130861-30-2)

Guidance literature:

With methyltriphenoxyphosphonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; Yield given. Multistep reaction; 1.)HMPA, 100 deg C, 2.) THF;

DOI:10.1021/jo00312a007

Reference yield:

N,N-diethylbenzo[d][1,3]dioxole-5-carboxamide (15777-86-3) → (+)-tetrabenzyllycoricidine (130861-30-2)

Guidance literature:

Multi-step reaction with 6 steps

2: 1.) s-BuLi / 1.) THF, -78 deg C

3: 1.) Bu₄NF, 2.) CSA / 1.) THF, 0 deg C to 25 deg C, 2.) PhH, 90 deg C

6: 1.) MeP(OPh₃)I, 2.) DBU / 1.)HMPA, 100 deg C, 2.) THF

With camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; sec.-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene;

DOI:10.1021/jo00312a007

upstream raw materials:

benzyl bromide

lycoricidine

(1S,2S,3S,4S,4aR,11bS)-5-Benzyl-2,3,4-tris-benzyloxy-1-hydroxy-1,3,4,4a,5,11b-hexahydro-2H-[1,3]dioxolo[4,5-j]phenanthridin-6-one

N,N-diethylbenzo[d][1,3]dioxole-5-carboxamide