(4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone

Base Information

Chemical Name:(4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone
CAS No.:182314-16-5
Molecular Formula:C₃₂H₃₈O₆
Molecular Weight:518.65
Hs Code.:

Synonyms:(4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone

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Chemical Property of (4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone

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Technology Process of (4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone

There total 4 articles about (4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone 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:

: 2-[3-((2S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-methyl-1-nitro-butylsulfanyl]-pyridine

: 182314-16-5
(4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone

: (S)-4-((2S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pentan-2-one

Guidance literature:: With ammonium hydroxide; titanium(III) chloride; In tetrahydrofuran; water; at 48 ℃; pH 5-6;
DOI:10.1021/jo961499b

Reference yield:

: 2-((2R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid

: 182314-16-5
(4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone

Guidance literature:: Multi-step reaction with 3 steps

1: DCC / CH₂Cl₂

2: -78 °C / Irradiation

3: TiCl₃, NH₄OH / H₂O; tetrahydrofuran / 48 °C / pH 5-6

With ammonium hydroxide; titanium(III) chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo961499b

Reference yield:

: 2-((2R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid 2-thioxo-2H-pyridin-1-yl ester

: 182314-16-5
(4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-pentanone

Guidance literature:: Multi-step reaction with 2 steps

1: -78 °C / Irradiation

2: TiCl₃, NH₄OH / H₂O; tetrahydrofuran / 48 °C / pH 5-6

With ammonium hydroxide; titanium(III) chloride; In tetrahydrofuran; water;
DOI:10.1021/jo961499b