(3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid

Base Information

• Chemical Name: (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid
• CAS No.: 121976-16-7
• Molecular Formula: C₂₈H₂₆N₂O₇
• Molecular Weight: 502.524
• Mol file: 121976-16-7.mol

Synonyms:(3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid

Chemical Property of (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid

There total 2 articles about (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid 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: 65.0%

phenylhydrazine (100-63-0) + podophyllotoxone (477-48-5,477-49-6,55515-07-6,60660-51-7,64550-42-1,64937-82-2,86594-36-7,130322-38-2) → (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid (121976-16-7)

Guidance literature:

With acetic acid; at 20 ℃; for 24h;

DOI:10.1016/S0014-827X(01)01030-8

Reference yield:

podofilox (518-28-5) → (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid (121976-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / PDC / CH₂Cl₂ / 4 h / 20 °C

2: 65 percent / AcOH / 24 h / 20 °C

With dipyridinium dichromate; acetic acid; In dichloromethane;

DOI:10.1016/S0014-827X(01)01030-8

Reference yield:

(3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid (121976-16-7) → (3aR)-2-(4-bromo-phenyl)-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid methyl ester (122215-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: Br₂ / CHCl₃

With bromine; In diethyl ether; chloroform;

DOI:10.1021/ja01508a026

upstream raw materials:

phenylhydrazine

podophyllotoxone

podofilox

Downstream raw materials:

(3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid methyl ester

[(3aR,4R,5R)-2-Phenyl-5-(3,4,5-trimethoxy-phenyl)-3,3a,4,5-tetrahydro-2H-7,9-dioxa-1,2-diaza-dicyclopenta[a,g]naphthalen-4-yl]-methanol

(3aR)-2-(4-bromo-phenyl)-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid methyl ester