3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride

Base Information

• Chemical Name: 3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride
• CAS No.: 67560-74-1
• Molecular Formula: C₂₇H₂₁ClO₈
• Molecular Weight: 508.912
• Mol file: 67560-74-1.mol

Synonyms:3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride

Chemical Property of 3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride

There total 3 articles about 3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride 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:

(2R,3R,4R,5R)-3,4-bis(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2-carboxylic acid (23316-68-9) → 3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride (67560-74-1)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; ice-NaCl cooling, then roomtemp., 1h;

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride (67560-74-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / stannic chloride / CH₂Cl₂ / 4 h / -5 - 0 °C

2: 70 percent / conc. aq. HCl / acetic acid / 0.33 h / 95 °C

3: oxalyl chloride, DMF / benzene / 2 h / Ambient temperature

With hydrogenchloride; oxalyl dichloride; tin(IV) chloride; N,N-dimethyl-formamide; In dichloromethane; acetic acid; benzene;

DOI:10.1080/00397919208021547

Reference yield:

2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile (23316-67-8) → 3,4,6-tri-O-benzoyl-2,5-anhydro-D-allonic acid chloride (67560-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / conc. aq. HCl / acetic acid / 0.33 h / 95 °C

2: oxalyl chloride, DMF / benzene / 2 h / Ambient temperature

With hydrogenchloride; oxalyl dichloride; N,N-dimethyl-formamide; In acetic acid; benzene;

DOI:10.1080/00397919208021547

upstream raw materials:

(2R,3R,4R,5R)-3,4-bis(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2-carboxylic acid

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile

Downstream raw materials:

Ethyl 5-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-oxadiazole-3-carboxylate

C₃₀H₂₆N₆O₉

(4S,trans)-4-(benzoyloxy)-5-<(benzoyloxy)methyl>-N-(cyanocarbethoxymethyl)-4,6-dihydrofuran-2-carboxamide

ethyl 2-<(3',4',6'-tri-O-benzoyl-2',5'-anhydroallonyl)amino>-2-cyanoacetate