Isobutyric acid (1S,4R,5R)-4-(6-benzoylamino-purin-9-yl)-5-(2-isobutyryloxy-ethyl)-2-isobutyryloxymethyl-cyclopent-2-enylmethyl ester

Base Information

• Chemical Name: Isobutyric acid (1S,4R,5R)-4-(6-benzoylamino-purin-9-yl)-5-(2-isobutyryloxy-ethyl)-2-isobutyryloxymethyl-cyclopent-2-enylmethyl ester
• CAS No.: 340291-00-1
• Molecular Formula: C₃₃H₄₁N₅O₇
• Molecular Weight: 619.718
• Mol file: 340291-00-1.mol

Synonyms:

Chemical Property of Isobutyric acid (1S,4R,5R)-4-(6-benzoylamino-purin-9-yl)-5-(2-isobutyryloxy-ethyl)-2-isobutyryloxymethyl-cyclopent-2-enylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Isobutyric acid (1S,4R,5R)-4-(6-benzoylamino-purin-9-yl)-5-(2-isobutyryloxy-ethyl)-2-isobutyryloxymethyl-cyclopent-2-enylmethyl ester

There total 5 articles about Isobutyric acid (1S,4R,5R)-4-(6-benzoylamino-purin-9-yl)-5-(2-isobutyryloxy-ethyl)-2-isobutyryloxymethyl-cyclopent-2-enylmethyl 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: 20.0%

N-benzoyladenine (4005-49-6) + 5-hydroxyethyl-3,4-di(hydroxymethyl)cyclopenta-2-en-1-ol 3',4',5 triisobutyroyl-1-acetyl ester (340290-99-5) → Isobutyric acid (1S,4R,5R)-4-(6-benzoylamino-purin-9-yl)-5-(2-isobutyryloxy-ethyl)-2-isobutyryloxymethyl-cyclopent-2-enylmethyl ester (340291-00-1)

Guidance literature:

N-benzoyladenine; With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; In acetonitrile; for 7h; Heating;

5-hydroxyethyl-3,4-di(hydroxymethyl)cyclopenta-2-en-1-ol 3',4',5" triisobutyroyl-1-acetyl ester; With (CH₃)3SiOSO₂C₄F₉; In 1,2-dichloro-ethane; for 8h; Further stages.; Heating;

DOI:10.1002/1099-0690(200104)2001:7<1331::AID-EJOC1331>3.0.CO;2-M

Reference yield:

5-hydroxyethyl-3,4-di(hydroxymethyl)cyclopenta-2-en-1-ol (64274-29-9) → Isobutyric acid (1S,4R,5R)-4-(6-benzoylamino-purin-9-yl)-5-(2-isobutyryloxy-ethyl)-2-isobutyryloxymethyl-cyclopent-2-enylmethyl ester (340291-00-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 91 percent / pyridine / 2.5 h / 0 °C

2.1: 100 percent / pyridine / 2 h / 20 °C

3.1: 1,1,1,3,3,3-hexamethyldisilazane; trimethylsilyl chloride / acetonitrile / 7 h / Heating

3.2: 20 percent / (CH₃)3SiOSO₂C₄F₉ / 1,2-dichloro-ethane / 8 h / Heating

With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; In pyridine; acetonitrile;

DOI:10.1002/1099-0690(200104)2001:7<1331::AID-EJOC1331>3.0.CO;2-M

Reference yield:

5-hydroxyethyl-3,4-di(hydroxymethyl)cyclopenta-2-en-1-ol 3',4',5-triisobutyroyl ester (340290-98-4) → Isobutyric acid (1S,4R,5R)-4-(6-benzoylamino-purin-9-yl)-5-(2-isobutyryloxy-ethyl)-2-isobutyryloxymethyl-cyclopent-2-enylmethyl ester (340291-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / pyridine / 2 h / 20 °C

2.1: 1,1,1,3,3,3-hexamethyldisilazane; trimethylsilyl chloride / acetonitrile / 7 h / Heating

2.2: 20 percent / (CH₃)3SiOSO₂C₄F₉ / 1,2-dichloro-ethane / 8 h / Heating

With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; In pyridine; acetonitrile;

DOI:10.1002/1099-0690(200104)2001:7<1331::AID-EJOC1331>3.0.CO;2-M

upstream raw materials:

N-benzoyladenine

5-hydroxyethyl-3,4-di(hydroxymethyl)cyclopenta-2-en-1-ol 3',4',5 triisobutyroyl-1-acetyl ester

5-hydroxyethyl-3,4-di(hydroxymethyl)cyclopenta-2-en-1-ol

5-hydroxyethyl-3,4-di(hydroxymethyl)cyclopenta-2-en-1-ol 3',4',5-triisobutyroyl ester