(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Base Information

• Chemical Name: (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde
• CAS No.: 136982-88-2
• Molecular Formula: C₂₈H₂₈O₅
• Molecular Weight: 444.527
• Mol file: 136982-88-2.mol

Synonyms:(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property of (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

There total 7 articles about (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)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: 94.0%

3,4,6-tri-O-benzyl-D-galactal (80040-79-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (136982-88-2)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.5h; Inert atmosphere;

3,4,6-tri-O-benzyl-D-galactal; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c7ob03186f

Reference yield: 94.0%

3,4,6-tri-O-benzyl-D-galactal + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (136982-88-2)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.5h; Inert atmosphere;

3,4,6-tri-O-benzyl-D-galactal; at 0 - 20 ℃; for 5.5h; Inert atmosphere;

DOI:10.1039/c8nj01395k

Reference yield: 79.0%

formic acid (64-18-6) + (2R,3S,4S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-iodo-3,4-dihydro-2H-pyran (1365092-15-4) → (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (136982-88-2)

Guidance literature:

With triethylsilane; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 90 ℃; for 2h;

DOI:10.1039/c9ra03626a

upstream raw materials:

3,4,6-tri-O-benzyl-D-galactal

N,N-dimethyl-formamide

1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-benzyloxymethyl-D-arabino-hex-1-enitol

formic acid