(3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one

Base Information

Chemical Name:(3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one
CAS No.:863976-76-5
Molecular Formula:C₂₂H₂₈O₅Si
Molecular Weight:400.547
Hs Code.:

Synonyms:(3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one

Suppliers and Price of (3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one

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Chemical Property of (3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one

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Technology Process of (3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one

There total 1 articles about (3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one 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: 81.0%

: 161561-86-0
(S)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-5,6-dihydro-2H-pyran-2-one

: 863976-76-5
(3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one

Guidance literature:: With 4-methyl-morpholine; osmium(VIII) oxide; In water; acetone; toluene; at 20 ℃; for 0.833333h;
DOI:10.1021/jo051086n

Reference yield: 92.0%

: 863976-76-5
(3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one

: 77-76-9
2,2-dimethoxy-propane

: 863976-77-6
(3aR,6S,7aR)-6-[(tert-butyldiphenylsilyloxy)methyl]-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyran-4(6H)-one

Guidance literature:: With boron trifluoride diethyl etherate; In acetone; at 20 ℃; for 3h;
DOI:10.1021/jo051086n

Reference yield:

: 863976-76-5
(3R,4R,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-3,4-dihydroxytetrahydropyran-2-one

: 863976-75-4
(2R,3R,4S,6S)-3-acetoxy-4-(tert-butoxycarbonylamino)-6-[(tert-butyldiphenylsilyloxy)methyl]-2-methoxytetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / Et₂O*BF₃ / acetone / 3 h / 20 °C

2: DIBAL-H / toluene / 1.5 h / -78 °C

3: 1.34 g / Ag₂O / CH₂Cl₂ / 3 h / 20 °C

4: 78 percent / acetic acid / H₂O / 17 h / 20 °C

5: 78 percent / 4-(dimethylamino)pyridine; pyridine / CH₂Cl₂ / 2 h / 20 °C

6: 80 percent / diisopropyl diazodicarboxylate; triphenylphosphine; diphenylphosphoryl azide / tetrahydrofuran / 50 °C

7: 83 percent / hydrogen; triethylamine / Pd/C / ethyl acetate / 3 h / 20 °C

With pyridine; dmap; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; diphenylphosphoranyl azide; hydrogen; diisobutylaluminium hydride; acetic acid; triethylamine; triphenylphosphine; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; toluene;
DOI:10.1021/jo051086n