5-O-CARBOMETHOXY-1,2-O-ISO-PROPYLIDENE-3-O-(P-TOLYL-SULFONYL)-ALPHA-D-XYLOFURANOSE

Base Information

• Chemical Name: 5-O-CARBOMETHOXY-1,2-O-ISO-PROPYLIDENE-3-O-(P-TOLYL-SULFONYL)-ALPHA-D-XYLOFURANOSE
• CAS No.: 74580-94-2
• Molecular Formula: C₁₇H₂₂O₉S
• Molecular Weight: 402.422
• Mol file: 74580-94-2.mol

Synonyms:Xylofuranose,1,2-O-isopropylidene-, 5-(methyl carbonate), 3-p-toluenesulfonate, a-D- (6CI);Furo[2,3-d]-1,3-dioxole, a-D-xylofuranose deriv.;1,2-O-Isopropylidene-5-O-(methoxycarbonyl)-3-O-tosyl-a-D-xylofuranose

Chemical Property of 5-O-CARBOMETHOXY-1,2-O-ISO-PROPYLIDENE-3-O-(P-TOLYL-SULFONYL)-ALPHA-D-XYLOFURANOSE

Chemical Property:

• PSA: 114.97000
• LogP: 2.80910

Purity/Quality:

98%min ^*data from raw suppliers

5-O-Carbomethoxy-1,2-O-isopropylidene-3-O-p-toluenesulfonyl-a-D-xylofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-O-CARBOMETHOXY-1,2-O-ISO-PROPYLIDENE-3-O-(P-TOLYL-SULFONYL)-ALPHA-D-XYLOFURANOSE

There total 2 articles about 5-O-CARBOMETHOXY-1,2-O-ISO-PROPYLIDENE-3-O-(P-TOLYL-SULFONYL)-ALPHA-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:

1,2-O-isopropylidene-α-D-xylose (20031-21-4) → 1,2-O-isopropylidene-5-O-(methoxycarbonyl)-3-O-tosyl-α-D-xylofuranose (74580-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; chloroform

2: pyridine

With pyridine; chloroform;

DOI:10.1021/ja01552a057

Reference yield:

3-hydroxy-5-O-carboxymethyl-1,2-O-(1-methylethylidene)-α-D-xylofuranoside (5432-33-7) + p-toluenesulfonyl chloride (98-59-9) → 1,2-O-isopropylidene-5-O-(methoxycarbonyl)-3-O-tosyl-α-D-xylofuranose (74580-94-2)

Guidance literature:

With pyridine;

DOI:10.1021/ja01552a057

Reference yield:

methanol (67-56-1) + 1,2-O-isopropylidene-5-O-(methoxycarbonyl)-3-O-tosyl-α-D-xylofuranose (74580-94-2) → methyl-[O5-methoxycarbonyl-O3-(toluene-4-sulfonyl)-ξ-D-xylofuranoside (109454-69-5)

Guidance literature:

With sulfuric acid; acetic anhydride; acetic acid; Reagens 4: Chlorwasserstoff;

DOI:10.1021/ja01552a057

upstream raw materials:

3-hydroxy-5-O-carboxymethyl-1,2-O-(1-methylethylidene)-α-D-xylofuranoside

p-toluenesulfonyl chloride

1,2-O-isopropylidene-α-D-xylose

Downstream raw materials:

methyl-[O⁵-methoxycarbonyl-O³-(toluene-4-sulfonyl)-ξ-D-xylofuranoside

1,2-O-isopropylidene-3-O-tosyl-α-D-xylopentofuranose

Acetic acid (2S,3R,4S,5R)-2-acetoxy-5-acetoxymethyl-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-3-yl ester

Acetic acid (2R,3R,4S,5R)-2-acetoxy-5-acetoxymethyl-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-3-yl ester