1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose

Base Information

Chemical Name:1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose
CAS No.:1279011-51-6
Molecular Formula:C₂₄H₃₀O₆
Molecular Weight:414.499
Hs Code.:

Synonyms:1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose

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Chemical Property of 1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose

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Technology Process of 1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose

There total 7 articles about 1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose 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: 88.0%

: 1279011-50-5
1,2-O-isopropylidene-3-C-(1-acetaldehydo)-3,5-di-O-benzyl-α-D-ribofuranose

: 1279011-51-6
1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; water; for 0.5h; Inert atmosphere; Cooling with ice;
DOI:10.1021/jo102193q

Reference yield:

: C₂₅H₃₂O₇

: 1279011-51-6
1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: sodium periodate / water; acetone / 2 h / 0 °C / Inert atmosphere

2: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / Inert atmosphere; Cooling with ice

With sodium tetrahydroborate; sodium periodate; In tetrahydrofuran; water; acetone;
DOI:10.1021/jo102193q

Reference yield:

: 136152-94-8
1-β-formyl-3-α-hydroxy-3-β-allyl-4α,5α-O-isopropylidene-tetrahydrofuran

: 1279011-51-6
1,2-O-isopropylidene-3-C-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / Inert atmosphere; Cooling with ice

2: sodium hydroxide / 3 h / 125 °C / Inert atmosphere

3: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; acetone / 24 h / 20 °C / Inert atmosphere

4: sodium periodate / water; acetone / 2 h / 0 °C / Inert atmosphere

5: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / Inert atmosphere; Cooling with ice

With potassium osmate(VI) dihydrate; sodium tetrahydroborate; sodium periodate; 4-methylmorpholine N-oxide; sodium hydroxide; In tetrahydrofuran; water; acetone;
DOI:10.1021/jo102193q