3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose

Base Information

Chemical Name:3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose
CAS No.:26293-59-4
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose

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Chemical Property of 3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose

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Technology Process of 3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose

There total 6 articles about 3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose 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: 80.0%

: 34311-63-2
5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose

: 19493-09-5
Methylenetriphenylphosphorane

: 26293-59-4
3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose

Guidance literature:: In tetrahydrofuran; 1) RT, 1 h, 2) 55 deg C, 2 h;
DOI:10.1021/jm00061a013

Reference yield:

: 23202-83-7,2592-42-9
5-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 26293-59-4
3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / pyridinium dichromate; acetic acid / CH₂Cl₂ / -15 - 20 °C

2.1: tetrahydrofuran

2.2: tetrahydrofuran / 1 h / 20 °C

With dipyridinium dichromate; acetic acid; In tetrahydrofuran; dichloromethane; 2.1: Wittig reaction / 2.2: Wittig reaction;
DOI:10.1211/146080899128734730

Reference yield:

: 20031-21-4
1,2-O-isopropylidene-α-D-xylose

: 26293-59-4
3-deoxy-3-methylene-1,2-O-(1-methyethylidene)-5-O-(phenylmethyl)-α-D-xylofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / pyridine / CHCl₃ / Ambient temperature

2: 81 percent / Na / 15 h / 100 °C

3: CrO₃, pyridine, Celite / CH₂Cl₂ / 2 h

4: 80 percent / tetrahydrofuran / 1) RT, 1 h, 2) 55 deg C, 2 h

With pyridine; chromium(VI) oxide; Celite; sodium; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/jm00061a013