3,4,5-Tribenzoyloxypentyl benzoate

Base Information

• Chemical Name: 3,4,5-Tribenzoyloxypentyl benzoate
• CAS No.: 20072-98-4
• Molecular Formula: C33H28O8
• Molecular Weight: 552.5706
• NSC Number: 70853
• DSSTox Substance ID: DTXSID60942098
• Mol file: 20072-98-4.mol

Synonyms:20072-98-4;1,2,3,5-Tetra-O-benzoyl-4-deoxypentitol;2-Deoxyribitol;3,4,5-tribenzoyloxypentyl benzoate;NSC70853;DTXSID60942098;QKKOZFXAIQHNNV-UHFFFAOYSA-N;NSC-70853;AKOS024434881;1,2,3,5-Tetra-O-benzoyl-4-deoxypentitol #

Chemical Property of 3,4,5-Tribenzoyloxypentyl benzoate

Chemical Property:

• Vapor Pressure: 1.26E-18mmHg at 25°C
• Boiling Point: 685.2°Cat760mmHg
• Flash Point: 286.6°C
• Density: 1.253g/cm³
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 16
• Exact Mass: 552.17841785
• Heavy Atom Count: 41
• Complexity: 832

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCCC(C(COC(=O)C2=CC=CC=C2)OC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4

Technology Process of 3,4,5-Tribenzoyloxypentyl benzoate

There total 6 articles about 3,4,5-Tribenzoyloxypentyl benzoate 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:

2-Deoxy-D-ribitol (13942-76-2) + benzoyl chloride (98-88-4) → 2-deoxy-D-ribitol tetrabenzoate (20072-98-4)

Guidance literature:

DOI:10.1002/hlca.19570400630

Reference yield:

Acetic acid (1aR,2S,6S,6aR)-5-((2S,3S,4S)-3,4-diacetoxy-tetrahydro-pyran-2-yloxymethyl)-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1a,1b,2,5a,6,6a-hexahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester → 2-deoxy-D-ribitol tetrabenzoate (20072-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BF₃(Et₂O)2; 2.)pyridine / 1.) Et₂O/Ac₂O, room temperature, 7 min; 2.) 15 min

2: 1.) NaOEt, NaBH₄; 2.) pyridine / 1.) EtOH, 30 min;

With pyridine; sodium tetrahydroborate; boron trifluoride dietherate; sodium ethanolate;

DOI:10.1016/0031-9422(81)85221-1

Reference yield:

2-Deoxy-D-ribose (533-67-5) → 2-deoxy-D-ribitol tetrabenzoate (20072-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium borate; methanol

With methanol; sodium borate;

DOI:10.1002/hlca.19570400630

upstream raw materials:

2-Deoxy-D-ribitol

benzoyl chloride

2-Deoxy-D-ribose

Refernces

• 1、 Jensen, Soeren Rosendal,Mikkelsen, Carl Bjarne,Nielsen, Bent Juhl. "IRIDOID MONO- AND DI-GLYCOSIDES IN MENTZELIA". . p. 71 - 84. Retrieved 1981.