2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde

Base Information

Chemical Name:2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde
CAS No.:873698-57-8
Molecular Formula:C₁₂H₁₄O₅
Molecular Weight:238.24
Hs Code.:

Synonyms:2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde

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Chemical Property of 2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde

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Technology Process of 2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde

There total 6 articles about 2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde 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: 32.0%

: 923571-68-0
β-1'-(4-[1,3]dioxan-2-yl-3-(triisopropylsilyloxy)phenyl)-2'-desoxyribose

: 873698-57-8
2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde

Guidance literature:: β-1'-(4-[1,3]dioxan-2-yl-3-(triisopropylsilyloxy)phenyl)-2'-desoxyribose; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; for 2h; Further stages.;
DOI:10.1002/chem.200600558

Reference yield:

: 22532-62-3
4-bromosalicylaldehyde

: 873698-57-8
2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / HC(OEt)3; tetra-n-butylammonium tribromide / 72 h / 20 °C

2.1: 87 percent / EtN(i-Pr)2 / CH₂Cl₂ / 12 h / 20 °C

3.1: t-BuLi / diethyl ether; pentane / 3 h / -78 °C

3.2: CuBr*SMe₂ / diethyl ether; pentane / 0.33 h / -78 - -30 °C

3.3: 33 percent / diethyl ether; pentane; CH₂Cl₂ / -78 - 20 °C

4.1: (nBu)4NF / tetrahydrofuran

4.2: Cl₂CHCOOH / CH₂Cl₂

With tetrabutyl ammonium fluoride; tert.-butyl lithium; tetra-N-butylammonium tribromide; N-ethyl-N,N-diisopropylamine; orthoformic acid triethyl ester; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1002/anie.200501589

Reference yield:

: 887605-09-6
C₄₀H₅₂O₈Si

: 873698-57-8
2-Hydroxy-4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-benzaldehyde

Guidance literature:: C₄₀H₅₂O₈Si; With tetrabutyl ammonium fluoride; In tetrahydrofuran;

With dichloro-acetic acid; In dichloromethane;
DOI:10.1002/anie.200501589