allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate

Base Information

• Chemical Name: allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate
• CAS No.: 1070166-78-7
• Molecular Formula: C₉H₁₄O₇
• Molecular Weight: 234.206
• Mol file: 1070166-78-7.mol

Synonyms:allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate

Chemical Property of allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate

Chemical Property:

Purity/Quality:

99%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate

There total 1 articles about allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate 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: 79.0%

D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + allyl bromide (106-95-6) → allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate (1070166-78-7,698358-03-1)

Guidance literature:

D-glucuronic acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

allyl bromide; In N,N-dimethyl-formamide;

DOI:10.1021/jo0612675

Reference yield: 75.0%

menthyl chloroformate + allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate (1070166-78-7,698358-03-1) → C20H32O9

Guidance literature:

With 4-methyl-morpholine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1055/s-2007-984534

Reference yield: 66.0%

phenylacetic acid (103-82-2) + allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate (1070166-78-7,698358-03-1) → (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-phenylacetoxy-tetrahydro-pyran-2-carboxylic acid allyl ester

Guidance literature:

With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In acetonitrile; at 20 ℃;

DOI:10.1021/ol0507165 DOI:10.1016/j.tet.2007.05.050

upstream raw materials:

D-glucuronic acid

allyl bromide