1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose

Base Information

• Chemical Name: 1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose
• CAS No.: 110808-29-2
• Molecular Formula: C₂₂H₂₄O₈S
• Molecular Weight: 448.494
• Mol file: 110808-29-2.mol

Synonyms:1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose

Chemical Property of 1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose

There total 11 articles about 1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose 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: 100.0%

1-O-benzoyl-2,3-O-isopropylidene-α-D-lyxofuranose (110808-28-1) + p-toluenesulfonyl chloride (98-59-9) → 1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose (110808-29-2)

Guidance literature:

With pyridine; at 20 ℃; for 13h;

DOI:10.3987/com-03-s(p)34

Reference yield:

(3aS,6R,6aS)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-ol (4099-88-1,67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1) → 1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose (110808-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / Ambient temperature

2: 1 h / 0 - 5 °C

With pyridine;

DOI:10.1021/ja973443k

Reference yield:

D-lyxose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → 1-O-benzoyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-lyxofuranose (110808-29-2)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄ / Ambient temperature

2: pyridine / Ambient temperature

3: 1 h / 0 - 5 °C

With pyridine; sulfuric acid;

DOI:10.1021/ja973443k

upstream raw materials:

1-O-benzoyl-2,3-O-isopropylidene-α-D-lyxofuranose

p-toluenesulfonyl chloride

benzoyl chloride

Toluene-4-sulfonic acid (3aS,4R,6S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

Downstream raw materials:

(3R,5R)-3,4,5-Trihydroxy-piperidine-1-carboxylic acid benzyl ester

(3R,4S,5R)-1-benzyloxycarbonyl-4,5-isopropylidenedioxypiperidin-3-ol

(3S,5S)-1-benzyloxycarbonyl-3,5-bis(tert-butyldimethylsilyloxy)piperidine

(3R,5R)-1-benzyloxycarbonyl-3,5-bis(tert-butyldimethylsilyloxy)piperidin-4-ol