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

Base Information

Chemical Name: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
CAS No.:885671-71-6
Molecular Formula:C₄₇H₆₀O₁₃
Molecular Weight:832.986
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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:

: (2R,3S,4S,5R,6R)-6-((2R,3S,4R)-2-Benzyl-4,5-dihydroxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3,4-diol

: 97-72-3
2-Methylpropionic anhydride

: 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

Guidance literature:: With dmap; triethylamine; 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

: 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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 196868-07-2
1,2-O-isopropylidene-5-O-(tert-butyl)dimethylsilyl-α-D-ribofuranoside

: 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

Guidance literature:: Multi-step reaction with 7 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

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