(2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol

Base Information

Chemical Name:(2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol
CAS No.:1173797-51-7
Molecular Formula:C₂₈H₂₈O₅
Molecular Weight:444.527
Hs Code.:

Synonyms:(2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol

Suppliers and Price of (2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol

Chemical Property:

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Technology Process of (2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol

There total 8 articles about (2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-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: 85.0%

: (2R,3S,5S)-5-ethynyl-2-hydroxymethyl-tetrahydro-furan-3-ol

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1173797-51-7
(2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol

Guidance literature:: With pyridine; dmap; at 20 ℃; for 2h;
DOI:10.1039/c6ob01199c

Reference yield: 56.0%

: 1000889-58-6
1'-ethynyl-2'-deoxy-D-ribose

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 960071-95-8
(2R,3S,5R)-2-(4,4′-dimethoxytrityloxymethyl)-5-ethynyl-3-hydroxytetrahydrofuran

: 1173797-51-7
(2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol

Guidance literature:: With pyridine; at 20 ℃; for 2h;
DOI:10.1016/j.bmcl.2009.04.063

Reference yield:

: 51255-17-5,51255-18-6,60134-26-1,89577-26-4,96038-80-1,96039-31-5,144301-84-8,144301-85-9
1-O-methyl-2-deoxy-D-ribofuranoside

: 1173797-51-7
(2R,3S,5S)-2-(4,4'-dimethoxytrityloxymethyl)-5-ethynyltetrahydrofuran-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 0 - 20 °C

2.1: acetyl chloride / water; acetonitrile; 1,4-dioxane / 20 °C

3.1: tetrahydrofuran / 48 h / 20 °C

4.1: p-toluenesulfonyl chloride; potassium hydroxide / water / 13 h / 20 °C

5.1: boron trichloride / dichloromethane / 1.5 h / -78 °C

5.2: 14 h / 20 °C

6.1: dmap; pyridine / 2 h / 20 °C

With pyridine; dmap; boron trichloride; sodium hydride; acetyl chloride; p-toluenesulfonyl chloride; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile; mineral oil;
DOI:10.1039/c6ob01199c