1,3:4,6-BIS-O-(4-METHOXYBENZYLIDENE)- D-MANNITOL

Base Information

• Chemical Name: 1,3:4,6-BIS-O-(4-METHOXYBENZYLIDENE)- D-MANNITOL
• CAS No.: 114935-17-0
• Molecular Formula: C22H26 O8
• Molecular Weight: 418.44
• Mol file: 114935-17-0.mol

Synonyms:1,3:4,6-BIS-O-(4-METHOXYBENZYLIDENE)- D-MANNITOL

Chemical Property of 1,3:4,6-BIS-O-(4-METHOXYBENZYLIDENE)- D-MANNITOL

Chemical Property:

• Melting Point: 215-218 °C
• Boiling Point: 647.8±55.0 °C(Predicted)
• PKA: 12.97±0.60(Predicted)
• PSA: 95.84000
• Density: 1.303±0.06 g/cm3(Predicted)
• LogP: 1.95380

Purity/Quality:

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3:4,6-BIS-O-(4-METHOXYBENZYLIDENE)- D-MANNITOL

There total 2 articles about 1,3:4,6-BIS-O-(4-METHOXYBENZYLIDENE)- D-MANNITOL 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: 48.0%

mannitol (69-65-8) + 4-methoxy-benzaldehyde (123-11-5) → 1,3(R):4,6(R)-Bis-O-(4-methoxy-benzylidene)-D-mannitol (114935-17-0)

Guidance literature:

With sulfuric acid; trimethyl orthoformate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)87821-2

Reference yield: 35.0%

D-mannitol (50-70-4,69-65-8,87-78-5,133-43-7,488-44-8,488-45-9,608-66-2,643-01-6,643-03-8,5552-13-6,6706-59-8,24557-79-7,25878-23-3,26566-34-7,45007-61-2,60660-56-2,60660-57-3,60660-58-4,132747-27-4) + 4-methoxy-benzaldehyde (123-11-5) → 1,3(R):4,6(R)-Bis-O-(4-methoxy-benzylidene)-D-mannitol (114935-17-0)

Guidance literature:

With sulfuric acid; trimethyl orthoformate; In N,N-dimethyl-formamide; 1) 1.5h, 60 deg C, 2) 2E₃ Pa, 2h, 20 deg C;

DOI:10.1016/S0040-4020(01)86866-6

Reference yield: 95.0%

1,3(R):4,6(R)-Bis-O-(4-methoxy-benzylidene)-D-mannitol (114935-17-0) + allyl bromide (106-95-6) → 2,5-Di-O-allyl-1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-D-mannitol (114935-19-2)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In water; toluene; at 60 ℃; for 2.5h;

DOI:10.1016/S0040-4020(01)87821-2

upstream raw materials:

mannitol

4-methoxy-benzaldehyde

D-mannitol

Downstream raw materials:

1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-2,5-bis-O-methoxyethoxymethyl-D-mannitol

2,5-di-O-benzyl-1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-D-mannitol

2,5-Di-O-allyl-1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-D-mannitol

(S)-2-allyloxy-3-(4-methoxy-benzyloxy)-propan-1-ol

Refernces

• 1、 Peters,Bankova,Welzel. "Platelet activating factor. Synthetic studies". . p. 3803 - 3816. Retrieved 2007/10/02.