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

Base Information

• Chemical Name: Carbonic acid (2S,3S,4R)-3-ethoxycarbonyloxymethyl-2-hydroxy-4-(6-hydroxymethyl-benzo[1,3]dioxol-5-yl)-4-(3,4,5-trimethoxy-phenyl)-butyl ester ethyl ester
• CAS No.: 256331-30-3
• Molecular Formula: C₂₈H₃₆O₁₃
• Molecular Weight: 580.586

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

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

Chemical Property:

Purity/Quality:

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

There total 5 articles about Carbonic acid (2S,3S,4R)-3-ethoxycarbonyloxymethyl-2-hydroxy-4-(6-hydroxymethyl-benzo[1,3]dioxol-5-yl)-4-(3,4,5-trimethoxy-phenyl)-butyl 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: 63.0%

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 (256331-29-0) → Carbonic acid (2S,3S,4R)-3-ethoxycarbonyloxymethyl-2-hydroxy-4-(6-hydroxymethyl-benzo[1,3]dioxol-5-yl)-4-(3,4,5-trimethoxy-phenyl)-butyl ester ethyl ester (256331-30-3) + Carbonic acid (2R,3S,4R)-3-ethoxycarbonyloxymethyl-2-hydroxy-4-(6-hydroxymethyl-benzo[1,3]dioxol-5-yl)-4-(3,4,5-trimethoxy-phenyl)-butyl ester ethyl ester (256331-31-4)

Guidance literature:

With borane; In tetrahydrofuran; at 20 ℃;

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

Reference yield:

Carbonic acid (5R,6R)-7-ethoxycarbonyloxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-ylmethyl ester ethyl ester → Carbonic acid (2S,3S,4R)-3-ethoxycarbonyloxymethyl-2-hydroxy-4-(6-hydroxymethyl-benzo[1,3]dioxol-5-yl)-4-(3,4,5-trimethoxy-phenyl)-butyl ester ethyl ester (256331-30-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 24 percent / BH₃ / tetrahydrofuran / 20 °C

With dimethylsulfide; borane; ozone; In tetrahydrofuran; methanol; chloroform; 1: Oxidation / 2: Reduction;

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 (2S,3S,4R)-3-ethoxycarbonyloxymethyl-2-hydroxy-4-(6-hydroxymethyl-benzo[1,3]dioxol-5-yl)-4-(3,4,5-trimethoxy-phenyl)-butyl ester ethyl ester (256331-30-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-methylnaphtalene / 170 °C

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

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

With dimethylsulfide; borane; ozone; 1-Methylnaphthalene; In tetrahydrofuran; methanol; chloroform; 1: Elimination / 2: Oxidation / 3: Reduction;

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

upstream 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 (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

podofilox

podophyllol

Downstream raw materials:

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

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