α-L-Xylofuranuronic acid, 1,2-O-(1-Methylethylidene)-

Base Information

• Chemical Name: α-L-Xylofuranuronic acid, 1,2-O-(1-Methylethylidene)-
• CAS No.: 1103738-17-5
• Molecular Formula: C8H12O6
• Molecular Weight: 204.18
• Mol file: 1103738-17-5.mol

Synonyms:α-L-Xylofuranuronic acid, 1,2-O-(1-Methylethylidene)-;(3aS,5R,6S,6aS)-6-Hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxole-5-carboxylic acid

Chemical Property of α-L-Xylofuranuronic acid, 1,2-O-(1-Methylethylidene)-

Chemical Property:

• Boiling Point: 399.5±42.0 °C(Predicted)
• PKA: 2.96±0.60(Predicted)
• PSA: 85.22000
• Density: 1.420±0.06 g/cm3(Predicted)
• LogP: -0.69170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of α-L-Xylofuranuronic acid, 1,2-O-(1-Methylethylidene)-

There total 7 articles about α-L-Xylofuranuronic acid, 1,2-O-(1-Methylethylidene)- 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: 87.8%

(3aS,5R,6S,6aS)-5-hydroxymethyl-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxolane-6-ol (1352955-16-8) → (3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxolane-5-carboxylic acid (1103738-17-5)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; at -5 - 5 ℃;

Reference yield: 79.0%

1,2-O-isopropylidene-α-L-xylofuranose (114861-22-2) → (3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxolane-5-carboxylic acid (1103738-17-5)

Guidance literature:

With trichloroisocyanuric acid; sodium hydrogencarbonate; sodium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In methanol; water; acetone; at 0 - 20 ℃; for 24h;

Reference yield:

L-xylose (609-06-3) → (3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxolane-5-carboxylic acid (1103738-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium sulfate; sulfuric acid / 17.25 h / 20 - 24 °C / Industry scale

1.2: 6 h / 20 °C / pH 2

2.1: sodium hydrogencarbonate; trichloroisocyanuric acid; sodium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / water; acetone / 0 - 20 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; sulfuric acid; sodium hydrogencarbonate; magnesium sulfate; sodium bromide; In water; acetone;

upstream raw materials:

1,2-O-isopropylidene-α-L-xylofuranose

L-xylose

(3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyltetrahydro-3aH-[1,3]dioxolo[4',5':4,5]furo[3,2-d][1,3]dioxane

D-Xylose

Downstream raw materials:

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone

morpholine (3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylic acid

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone

acetic acid (3S,4R,5S,6S)-2,4,5-triacetoxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-tetrahydropyran-3-yl ester

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