Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

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Chemical Name:Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester
CAS No.:518332-50-8
Molecular Formula:C₅₅H₆₁N₅O₁₂
Molecular Weight:984.116
Hs Code.:

Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

Synonyms:Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

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Chemical Property of Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

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Technology Process of Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

There total 16 articles about Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl 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: 60.0%

: 885671-71-6
Isobutyric acid (3R,4R,5R)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-2-isobutyryloxy-tetrahydro-furan-3-yl ester

: 4005-49-6
N-benzoyladenine

: 518332-50-8
Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

Guidance literature:: N-benzoyladenine; With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane;

Isobutyric acid (3R,4R,5R)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-2-isobutyryloxy-tetrahydro-furan-3-yl ester; With tin(IV) chloride; In acetonitrile; at 20 ℃;
DOI:10.1021/jm060310d

Reference yield:

: 518332-41-7
2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-phenylsulfinyl-β-D-glucopyranoside

: 518332-50-8
Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 78 percent / 2,6-di-tert-butyl-4-methylpyridine / diethyl ether / 8 h / -78 °C

2.1: 82 percent / TBAF / tetrahydrofuran / 20 °C

3.1: tetrahydrofuran / 20 °C

4.1: PhOCSCl; DMAP / acetonitrile / 20 °C

4.2: 93 percent / Bu₃SnH; AIBN / toluene / Heating

5.1: aq. TFA / 20 °C

6.1: Et₃N; DMAP / acetonitrile / 20 °C

7.1: hexamethyldisilazane; pyridine

7.2: 60 percent / SnCl₄ / acetonitrile / 20 °C

With pyridine; dmap; 2,6-di-tert-butyl-4-methylpyridine; tetrabutyl ammonium fluoride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; phenylcarbonochloridothioate; In tetrahydrofuran; diethyl ether; acetonitrile; 3.1: Moffatt oxidation / 5.2: Barton deoxygenation / 8.2: Vorbrueggen glycosylation;
DOI:10.1021/jm060310d

Reference yield:

: 518332-60-0
3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-5-phenyl-α-D-ribofuranose

: 518332-50-8
Isobutyric acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-benzyl-4-((2R,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-isobutyryloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: PhOCSCl; DMAP / acetonitrile / 20 °C

1.2: 93 percent / Bu₃SnH; AIBN / toluene / Heating

2.1: aq. TFA / 20 °C

3.1: Et₃N; DMAP / acetonitrile / 20 °C

4.1: hexamethyldisilazane; pyridine

4.2: 60 percent / SnCl₄ / acetonitrile / 20 °C

With pyridine; dmap; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; phenylcarbonochloridothioate; In acetonitrile; 1.2: Barton deoxygenation / 4.2: Vorbrueggen glycosylation;
DOI:10.1021/jm060310d