D-Ribonic acid, .gamma.-lactone, 2,5-bis(4-methylbenzenesulfonate)

Base Information

• Chemical Name: D-Ribonic acid, .gamma.-lactone, 2,5-bis(4-methylbenzenesulfonate)
• CAS No.: 82130-86-7
• Molecular Formula: C19H20O9S2
• Molecular Weight: 456.494
• Mol file: 82130-86-7.mol

Synonyms:D-Ribonic acid, .gamma.-lactone, 2,5-bis(4-methylbenzenesulfonate)

Chemical Property of D-Ribonic acid, .gamma.-lactone, 2,5-bis(4-methylbenzenesulfonate)

Chemical Property:

• PSA: 150.03000
• LogP: 3.23070

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-Ribonic acid, .gamma.-lactone, 2,5-bis(4-methylbenzenesulfonate)

There total 2 articles about D-Ribonic acid, .gamma.-lactone, 2,5-bis(4-methylbenzenesulfonate) 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: 63.0%

p-toluenesulfonyl chloride (98-59-9) + D-Ribono-1,4-lactone (5336-08-3) → 2,5-di-O-tosyl-D-ribono-1,4-lactone (82130-86-7)

Guidance literature:

With pyridine; In acetone; at 0 ℃; for 5h;

DOI:10.1016/j.carres.2013.09.009

Reference yield: 52.0%

p-toluenesulfonyl chloride (98-59-9) + D-Ribono-1,4-lactone (5336-08-3) → Toluene-4-sulfonic acid 5-methylene-2-oxo-2,5-dihydro-furan-3-yl ester (82130-89-0) + (S)-3-p-toluenesulfonyloxy-5-hydroxymethyl-2(5H)-furanone (82130-87-8) + C19H18O8S2 (82130-88-9) + 2,5-di-O-tosyl-D-ribono-1,4-lactone (82130-86-7)

Guidance literature:

With pyridine; at -20 - -10 ℃; for 6h;

DOI:10.1016/S0040-4039(00)86913-0

Reference yield: 95.0%

2,5-di-O-tosyl-D-ribono-1,4-lactone (82130-86-7) → (2S,3R)-(3-hydroxy-5-oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate (91510-99-5)

Guidance literature:

With bromine; hydrazine; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.1080/07328300008544100

upstream raw materials:

p-toluenesulfonyl chloride

D-Ribono-1,4-lactone

Downstream raw materials:

(2S,3R)-(3-hydroxy-5-oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate

(2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidinium hydrochloride

3,5-di-O-benzyl-2-deoxy-L-threo-pentono-1,4-lactone

3,5-di-O-benzyl-1,2,4-trideoxy-1,4-imino-D-erythro-pentitol