4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole

Base Information

Chemical Name:4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole
CAS No.:296795-13-6
Molecular Formula:C₄₃H₇₃NO₉Si₂
Molecular Weight:804.225
Hs Code.:

4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole

Synonyms:4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole

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Chemical Property of 4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole

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Technology Process of 4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole

There total 21 articles about 4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole 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: 99.0%

: 296795-36-3
(4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-6-(triethylsilyloxy)-4-(triisopropylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)hexan-2-one

: 296795-13-6
4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; water; at 0 ℃;
DOI:10.1002/1521-3773(20000717)39:14<2536::AID-ANIE2536>3.0.CO;2-U

Reference yield:

: 296795-34-1
(3R)-3-(2-((E)-2-phenyl-1-etheny)-1,3-oxazol-4-yl)-3-(triethylsilyloxy)thiopropionic acid S-tert-butyl ester

: 296795-13-6
4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium osmate dihydrate; potassium ferricyanide; potassium carbonate / quinoclidine; methanesulfonamide / 2-methyl-propan-2-ol; H₂O / 48 h / 20 °C

2.1: 19.8 g / lead tetraacetate; potassium carbonate / CH₂Cl₂ / 0.17 h / 0 °C

3.1: 95 percent / DIBAlH / CH₂Cl₂ / 0.5 h / -78 °C

4.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5.1: diisopropylethylamine; di-n-butylboron trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / -78 °C

5.2: 82 percent / diethyl ether / 5 h / -105 °C

6.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

7.1: pyridinium hydrofluoride; H₂O / tetrahydrofuran; pyridine / 3 h / 0 °C

With 2,6-dimethylpyridine; lead(IV) acetate; potassium osmate(VI); di-n-butylboryl trifluoromethanesulfonate; water; diisobutylaluminium hydride; potassium carbonate; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); Quinuclidine; methanesulfonamide; In tetrahydrofuran; pyridine; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja002356g

Reference yield:

: 132629-37-9
ethyl 2-[(E)-2-phenylethenyl]oxazole-4-carboxylate

: 296795-13-6
4-((2R,4R,6R)-6-(((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)methyl)-6-hydroxy-4-(triisopropylsilyloxy)tetrahydro-2H-pyran-2-yl)-2-(triisopropylsilyloxymethyl)-1,3-oxazole

Guidance literature:: Multi-step reaction with 10 steps

1.1: 95 percent / DIBAlH / CH₂Cl₂ / 1 h / -91 °C

2.1: [Sn(S,S)-Ph-box)](OTf)2 / CH₂Cl₂ / 1 h / -78 °C

3.1: 100 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 1 h / 20 °C

4.1: potassium osmate dihydrate; potassium ferricyanide; potassium carbonate / quinoclidine; methanesulfonamide / 2-methyl-propan-2-ol; H₂O / 48 h / 20 °C

5.1: 19.8 g / lead tetraacetate; potassium carbonate / CH₂Cl₂ / 0.17 h / 0 °C

6.1: 95 percent / DIBAlH / CH₂Cl₂ / 0.5 h / -78 °C

7.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

8.1: diisopropylethylamine; di-n-butylboron trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / -78 °C

8.2: 82 percent / diethyl ether / 5 h / -105 °C

9.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

10.1: pyridinium hydrofluoride; H₂O / tetrahydrofuran; pyridine / 3 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; lead(IV) acetate; dmap; potassium osmate(VI); [Sn(S,S)-Ph-box)](OTf)2; di-n-butylboryl trifluoromethanesulfonate; water; diisobutylaluminium hydride; potassium carbonate; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); Quinuclidine; methanesulfonamide; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja002356g