benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-ethyl ester

Base Information

• Chemical Name: benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-ethyl ester
• CAS No.: 380897-87-0
• Molecular Formula: C₂₃H₂₆N₄O₇S
• Molecular Weight: 502.548

Synonyms:benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-ethyl ester

Chemical Property of benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-ethyl ester

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Technology Process of benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-ethyl ester

There total 4 articles about benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-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: 76.0%

2-(1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl)-propionic acid ethyl ester (380897-81-4) + (3-acetoxy-2-O-benzoyl-1-propoxy)methyl bromide (380897-71-2) → benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-ethyl ester (380897-87-0)

Guidance literature:

2-(1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl)-propionic acid ethyl ester; With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.25h;

(3-acetoxy-2-O-benzoyl-1-propoxy)methyl bromide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1081/NCN-120003180

Reference yield:

tisopurine (5334-23-6) → benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-ethyl ester (380897-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 83 percent / aq. NaOH / 3 h / 20 °C

2.1: 18-crown-6; t-BuOK / tetrahydrofuran / 0.25 h / 20 °C

2.2: 76 percent / tetrahydrofuran / 0 - 20 °C

With sodium hydroxide; 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1081/NCN-120003180

Reference yield:

Ethyl 2-bromopropionate (535-11-5,41978-69-2) → benzoic acid 1-acetoxymethyl-2-[4-(1-ethoxycarbonyl-ethylsulfanyl)-pyrazolo[3,4-d]pyrimidin-1-ylmethoxy]-ethyl ester (380897-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 83 percent / aq. NaOH / 3 h / 20 °C

2.1: 18-crown-6; t-BuOK / tetrahydrofuran / 0.25 h / 20 °C

2.2: 76 percent / tetrahydrofuran / 0 - 20 °C

With sodium hydroxide; 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1081/NCN-120003180

upstream raw materials:

2-(1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl)-propionic acid ethyl ester

(3-acetoxy-2-O-benzoyl-1-propoxy)methyl bromide

tisopurine

Ethyl 2-bromopropionate

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