((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

Base Information

Chemical Name:((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde
CAS No.:887769-09-7
Molecular Formula:C₂₂H₂₆O₅
Molecular Weight:370.445
Hs Code.:

Synonyms:((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

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Chemical Property of ((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

Chemical Property:

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Technology Process of ((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

There total 5 articles about ((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde 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:

: 887769-08-6
2-((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-ethanol

: 887769-09-7
((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2005.06.079

Reference yield:

: 864712-68-5
3,4-bis(benzyloxy)tetrahydro-5-methoxy-2-methyl-2-vinylfuran

: 887769-09-7
((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / 9-BBN / tetrahydrofuran / 16 h / 20 °C

2: 1.40 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.79.468

Reference yield:

: 81255-14-3
methyl 2,3-di-O-benzyl-4-C-methyl-α-D-glucopyranoside

: 887769-09-7
((2R,3R,4R)-3,4-Bis-benzyloxy-5-methoxy-2-methyl-tetrahydro-furan-2-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / pyridine / 16 h / 20 °C

2.1: 92 percent / NaI / dimethylformamide / 14 h / 95 °C

3.1: Zn / ethanol / 15 h / Heating

3.2: 5.9 g / amberlyst 15E / methanol / 17 h / Heating

4.1: 97 percent / 9-BBN / tetrahydrofuran / 16 h / 20 °C

5.1: 1.40 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dimethyl sulfoxide; triethylamine; sodium iodide; zinc; In tetrahydrofuran; pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.79.468