Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester

Base Information

• Chemical Name: Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester
• CAS No.: 256331-28-9
• Molecular Formula: C₃₁H₃₈O₁₄
• Molecular Weight: 634.634
• Mol file: 256331-28-9.mol

Synonyms:Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester

Chemical Property of Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester

There total 2 articles about Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester 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: 100.0%

chloroformic acid ethyl ester (541-41-3) + podophyllol (78339-51-2) → Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester (256331-28-9)

Guidance literature:

With pyridine; at -20 ℃;

DOI:10.1016/S0040-4039(99)01932-2

Reference yield:

podofilox (518-28-5) → Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester (256331-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / LiAlH₄ / tetrahydrofuran / 20 °C

2: 100 percent / pyridine / -20 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran; 1: Reduction / 2: Esterification;

DOI:10.1016/S0040-4039(99)01932-2

Reference yield:

Carbonic acid (5R,6R,7R,8R)-6,7-bis-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl ester ethyl ester (256331-28-9) → Carbonic acid (Z)-(R)-3-ethoxycarbonyloxymethyl-4-(6-methyl-benzo[1,3]dioxol-5-yl)-4-(3,4,5-trimethoxy-phenyl)-but-2-enyl ester ethyl ester

Guidance literature:

Multi-step reaction with 5 steps

1: 1-methylnaphtalene / 170 °C

2: O₃; Me₂S / methanol; CHCl₃ / -78 °C

3: 24 percent / BH₃ / tetrahydrofuran / 20 °C

4: 87 percent / H₂ / Pd/C / ethyl acetate

5: 64 percent / PPh₃; DEAD / tetrahydrofuran

With dimethylsulfide; borane; hydrogen; ozone; 1-Methylnaphthalene; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; ethyl acetate; 1: Elimination / 2: Oxidation / 3: Reduction / 4: Reduction / 5: Elimination;

DOI:10.1016/S0040-4039(99)01932-2

upstream raw materials:

chloroformic acid ethyl ester

podophyllol

podofilox

Downstream raw materials:

Carbonic acid (3S,4R)-3-ethoxycarbonyloxymethyl-4-(6-formyl-benzo[1,3]dioxol-5-yl)-2-oxo-4-(3,4,5-trimethoxy-phenyl)-butyl ester ethyl ester

Carbonic acid (6R,7R,8R)-6-ethoxycarbonyloxymethyl-8-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]quinolin-7-ylmethyl ester ethyl ester

Carbonic acid (2S,3S,4R)-3-ethoxycarbonyloxymethyl-4-(6-formyl-benzo[1,3]dioxol-5-yl)-2-hydroxy-4-(3,4,5-trimethoxy-phenyl)-butyl ester ethyl ester

Carbonic acid (2R,3S,4R)-3-ethoxycarbonyloxymethyl-4-(6-formyl-benzo[1,3]dioxol-5-yl)-2-hydroxy-4-(3,4,5-trimethoxy-phenyl)-butyl ester ethyl ester