(2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Base Information

• Chemical Name: (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde
• CAS No.: 1442679-60-8
• Molecular Formula: C₄₂H₄₀O₇
• Molecular Weight: 656.775
• Mol file: 1442679-60-8.mol

Synonyms:(2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property of (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

There total 8 articles about (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde 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: 63.0%

4,5-di-O-(p-methoxybenzyl)-6-O-trityl-D-glucose + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (1442679-60-8)

Guidance literature:

With trichlorophosphate; at 0 ℃; for 0.166667h;

Reference yield: 63.0%

3,4-di-O-(p-methoxybenzyl)-6-O-trityl-D-glucal (1442679-71-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (1442679-60-8)

Guidance literature:

With trichlorophosphate; at 20 ℃; for 10h;

DOI:10.1002/chem.201204293

Reference yield: 10.0%

3,4-di-O-(p-methoxybenzyl)-6-O-trityl-D-glucal (1442679-71-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-((trityloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (1442679-60-8) + ((2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-3,4-dihydro-2H-pyran-2-yl)methyl formate + C24H26O8

Guidance literature:

With ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In diethyl ether; at 21 ℃; for 18h;

DOI:10.1021/acs.joc.8b01006

upstream raw materials:

D-glucal

1,5-anhydro-2-deoxy-6-O-trityl-D-arabino-hex-1-enitol

3,4-di-O-(p-methoxybenzyl)-6-O-trityl-D-glucal

N,N-dimethyl-formamide