(2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Base Information

Chemical Name:(2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol
CAS No.:870181-67-2
Molecular Formula:C₁₈H₁₇NO₅
Molecular Weight:327.337
Hs Code.:

Synonyms:(2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

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Chemical Property of (2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

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Technology Process of (2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

There total 6 articles about (2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol 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: 76.0%

: 870181-65-0
C₃₂H₂₅NO₇

: 870181-67-2
(2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 0.5h;
DOI:10.1021/ja054607x

Reference yield:

: 870181-62-7
C₁₉H₁₇FO₅

: 870181-67-2
(2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / Cp₂HfCl₂; AgClO₄; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / -78 - 0 °C

2: 76 percent / NaOMe / methanol / 0.5 h / 20 °C

With bis(cyclopentadienyl)hafnium dichloride; 4 A molecular sieve; sodium methylate; silver perchlorate; In methanol; dichloromethane;
DOI:10.1021/ja054607x

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 870181-67-2
(2R,3S,5R)-5-(3-Benzooxazol-2-yl-2-hydroxy-phenyl)-2-hydroxymethyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: AcCl / 0.33 h / 20 °C

2: 100 percent / DMAP; Et₃N; pyridine / 80 °C

3: aq. HCl / dioxane / 1 h / Heating

4: DAST / tetrahydrofuran / -78 - 20 °C

5: 54 percent / Cp₂HfCl₂; AgClO₄; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / -78 - 0 °C

6: 76 percent / NaOMe / methanol / 0.5 h / 20 °C

With pyridine; hydrogenchloride; dmap; bis(cyclopentadienyl)hafnium dichloride; 4 A molecular sieve; sodium methylate; silver perchlorate; triethylamine; acetyl chloride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/ja054607x