5-Deoxyribitol

Base Information

• Chemical Name: 5-Deoxyribitol
• CAS No.: 13046-76-9
• Molecular Formula: C₅H₁₂O₄
• Molecular Weight: 136.148
• DSSTox Substance ID: DTXSID901316293
• Nikkaji Number: J253.378B
• Mol file: 13046-76-9.mol

Synonyms:5-deoxy-D-ribitol;5-deoxyribitol

Chemical Property of 5-Deoxyribitol

Chemical Property:

• Vapor Pressure: 6.46E-07mmHg at 25°C
• Boiling Point: 368.1°C at 760 mmHg
• Flash Point: 193°C
• PSA: 80.92000
• Density: 1.331g/cm³
• LogP: -1.91870
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 136.07355886
• Heavy Atom Count: 9
• Complexity: 75.4

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(CO)O)O)O
• Isomeric SMILES: C[C@@H]([C@@H]([C@@H](CO)O)O)O

Technology Process of 5-Deoxyribitol

There total 21 articles about 5-Deoxyribitol 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: 81.0%

2-deoxy-D-arabino-hexose (20789-85-9) → 1-deoxy-D-ribitol (13046-76-9)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; Wilkinson's catalyst; at 130 ℃;

DOI:10.1021/jo00283a017

Reference yield:

(2R,3S,4S)-2,4-Bis-benzyloxy-pentane-1,3-diol (97416-43-8) → 1-deoxy-D-ribitol (13046-76-9)

Guidance literature:

With perchloric acid; hydrogen; palladium on activated charcoal; In diethyl ether; ethanol; at 25 ℃; for 3h;

DOI:10.1021/jo00218a001

Reference yield:

C23H46N2O4 → 5-Desoxy-DL-lyxit (13046-76-9,13942-77-3,25289-19-4,61913-77-7,61913-78-8,62137-55-7,62137-56-8,67968-44-9,67968-45-0,68832-17-7,80696-26-0,92622-02-1,97466-38-1,125710-78-3)

Guidance literature:

With water; acetic acid; zinc; In tetrahydrofuran; at 70 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03050

upstream raw materials:

2-pentenal

5-deoxy-DL-ribonic acid-4-lactone

sulfuric acid

capilliplactone

Downstream raw materials:

formaldehyd

formic acid

acetaldehyde

Tetraacetyl-5-desoxy-DL-ribit

Refernces

• 1、 Andrews, Mark A.,Gould, George L.,Klaeren, Stephen A.. "Decarbonylation of Unprotected Aldose Sugars by Chlorotris(triphenylphosphine)rhodium(I). A New Descent of Series Approach to Alditols, Deoxyalditols, and Glycosylalditols". . p. 5257 - 5264. Retrieved 2007/10/02.