2-[3-(2-{1-[4-(6-{[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yloxy]hydroxythiophosphoryloxy}hexylcarbamoyl)cyclohexylmethyl]-2,5-dioxopyrrolidin-3-ylsulfanyl}-1-carboxyethyl)ureido]pentanedioic acid

Base Information

• Chemical Name: 2-[3-(2-{1-[4-(6-{[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yloxy]hydroxythiophosphoryloxy}hexylcarbamoyl)cyclohexylmethyl]-2,5-dioxopyrrolidin-3-ylsulfanyl}-1-carboxyethyl)ureido]pentanedioic acid
• CAS No.: 1374847-87-6
• Molecular Formula: C₃₇H₅₅N₉O₁₈P₂S₃
• Molecular Weight: 1072.04

Synonyms:

Chemical Property of 2-[3-(2-{1-[4-(6-{[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yloxy]hydroxythiophosphoryloxy}hexylcarbamoyl)cyclohexylmethyl]-2,5-dioxopyrrolidin-3-ylsulfanyl}-1-carboxyethyl)ureido]pentanedioic acid

Chemical Property:

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Useful:

Technology Process of 2-[3-(2-{1-[4-(6-{[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yloxy]hydroxythiophosphoryloxy}hexylcarbamoyl)cyclohexylmethyl]-2,5-dioxopyrrolidin-3-ylsulfanyl}-1-carboxyethyl)ureido]pentanedioic acid

There total 3 articles about 2-[3-(2-{1-[4-(6-{[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yloxy]hydroxythiophosphoryloxy}hexylcarbamoyl)cyclohexylmethyl]-2,5-dioxopyrrolidin-3-ylsulfanyl}-1-carboxyethyl)ureido]pentanedioic 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:

thiophosphoric acid O-(6-aminohexyl) ester O'-[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yl] ester (1374749-53-7) + C25H32N4O13S (1374847-70-7) → 2-[3-(2-{1-[4-(6-{[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yloxy]hydroxythiophosphoryloxy}hexylcarbamoyl)cyclohexylmethyl]-2,5-dioxopyrrolidin-3-ylsulfanyl}-1-carboxyethyl)ureido]pentanedioic acid (1374847-87-6)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1080/15257770.2012.671988

Reference yield:

4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid N-succinimidyl ester (64987-85-5) → 2-[3-(2-{1-[4-(6-{[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yloxy]hydroxythiophosphoryloxy}hexylcarbamoyl)cyclohexylmethyl]-2,5-dioxopyrrolidin-3-ylsulfanyl}-1-carboxyethyl)ureido]pentanedioic acid (1374847-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 1 h / 20 °C

2: N,N-dimethyl-formamide / 20 °C

In N,N-dimethyl-formamide;

DOI:10.1080/15257770.2012.671988

Reference yield:

(S)-2-(3-((S)-5-amino-1-carboxypentyl)ureido)pentanedioic acid → 2-[3-(2-{1-[4-(6-{[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yloxy]hydroxythiophosphoryloxy}hexylcarbamoyl)cyclohexylmethyl]-2,5-dioxopyrrolidin-3-ylsulfanyl}-1-carboxyethyl)ureido]pentanedioic acid (1374847-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 1 h / 20 °C

2: N,N-dimethyl-formamide / 20 °C

In N,N-dimethyl-formamide;

DOI:10.1080/15257770.2012.671988

upstream raw materials:

thiophosphoric acid O-(6-aminohexyl) ester O'-[2-(6-aminopurin-9-yl)-4-hydroxy-5-thiophosphonooxymethyltetrahydrofuran-3-yl] ester

C₂₅H₃₂N₄O₁₃S

4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid N-succinimidyl ester

Downstream raw materials:

2-[({2-[(1-{[4-({6-[({[(2R,5R)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(4-fluorophenyl)methyl]carbamoyl}methyl)sulfanyl](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}(hydroxy)sulfanylidenephosphanyl)oxy]hexyl} carbamoyl)cyclohexyl]methyl}-2,5-dioxopyrrolidin-3-yl)sulfanyl]-1-carboxyethyl} carbamoyl)amino]pentanedioic acid

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