DMA-desoxypodophyllotoxin

Base Information

• Chemical Name: DMA-desoxypodophyllotoxin
• CAS No.: 1176-70-1
• Molecular Formula: C₂₃H₂₆O₇
• Molecular Weight: 414.455
• Mol file: 1176-70-1.mol

Synonyms:DMA-desoxypodophyllotoxin

Chemical Property of DMA-desoxypodophyllotoxin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of DMA-desoxypodophyllotoxin

There total 12 articles about DMA-desoxypodophyllotoxin 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: 93.0%

(1R,2R,3R)-6,7-Dimethoxy-1-(3,4,5-trimethoxy-phenyl)-1,2,3,4-tetrahydro-naphthalene-2,3-dicarboxylic acid bis-((S)-methoxycarbonyl-phenyl-methyl) ester → DMA-desoxypodophyllotoxin (1176-70-1)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1139/v96-011

Reference yield: 71.0%

rac-(7'ξ,8β,8'α)-7'-hydroxy-3,4,3',4',5'-pentamethoxylignan-9',9-olide (119030-87-4,119069-42-0) → deoxyisosikkimotoxin (1176-70-1,88199-88-6,110455-51-1,119069-43-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 48h; Ambient temperature;

Reference yield:

(1R,2S,3R)-1-Hydroxy-6,7-dimethoxy-1-(3,4,5-trimethoxy-phenyl)-1,2,3,4-tetrahydro-naphthalene-2,3-dicarboxylic acid bis-((S)-methoxycarbonyl-phenyl-methyl) ester (175293-62-6) → DMA-desoxypodophyllotoxin (1176-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BF₃OEt₂, 2.) LiAlH₄ / 1.) dichloromethane, -12 deg C, 2.) dichloromethane, ether, -55 deg C, 20 min

2: 93 percent / lithium triethylborohydride / tetrahydrofuran / 2 h / 0 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; lithium triethylborohydride; In tetrahydrofuran;

DOI:10.1139/v96-011

upstream raw materials:

(1R,2S,3R)-1-Hydroxy-6,7-dimethoxy-1-(3,4,5-trimethoxy-phenyl)-1,2,3,4-tetrahydro-naphthalene-2,3-dicarboxylic acid bis-((S)-methoxycarbonyl-phenyl-methyl) ester

rac-(7'ξ,8β,8'α)-7'-hydroxy-3,4,3',4',5'-pentamethoxylignan-9',9-olide

4-[(3,4-dimethoxyphenyl)methyl]dihydrofuran-2-one

(E)-3-(methoxycarbonyl)-4-(3,4-dimethoxyphe-nyl)but-3-enoic acid

Downstream raw materials:

9-deoxysikkimol

4'-demethyl-9-deoxysikkimotoxin

4'-demethyl-9-deoxysikkimol

(+/-)-sikkimotoxin