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

Base Information

• Chemical Name: 1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-2,5-bis-O-methoxyethoxymethyl-D-mannitol
• CAS No.: 114935-20-5
• Molecular Formula: C₃₀H₄₂O₁₂
• Molecular Weight: 594.656

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

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

Chemical Property:

Purity/Quality:

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

There total 3 articles about 1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-2,5-bis-O-methoxyethoxymethyl-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: 70.0%

2-Methoxyethoxymethyl chloride (3970-21-6) + 1,3(R):4,6(R)-Bis-O-(4-methoxy-benzylidene)-D-mannitol (114935-17-0) → 1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-2,5-bis-O-methoxyethoxymethyl-D-mannitol (114935-20-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1) 45 min, 0 deg C, 2) 1.75 h, 20 deg C;

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

Reference yield:

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) → 1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-2,5-bis-O-methoxyethoxymethyl-D-mannitol (114935-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / conc. sulfuric acid, trimethyl orthoformate / dimethylformamide / 1) 1.5h, 60 deg C, 2) 2E₃ Pa, 2h, 20 deg C

2: 70 percent / NaH / dimethylformamide / 1) 45 min, 0 deg C, 2) 1.75 h, 20 deg C

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

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

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 1,3(R):4,6(R)-bis-O-(4-methoxy-benzylidene)-2,5-bis-O-methoxyethoxymethyl-D-mannitol (114935-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / conc. sulfuric acid, trimethyl orthoformate / dimethylformamide / 1) 1.5h, 60 deg C, 2) 2E₃ Pa, 2h, 20 deg C

2: 70 percent / NaH / dimethylformamide / 1) 45 min, 0 deg C, 2) 1.75 h, 20 deg C

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

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

upstream raw materials:

2-Methoxyethoxymethyl chloride

1,3(R):4,6(R)-Bis-O-(4-methoxy-benzylidene)-D-mannitol

D-mannitol

4-methoxy-benzaldehyde

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