(2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

Base Information

Chemical Name:(2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol
CAS No.:99806-88-9
Molecular Formula:C₁₄H₂₁NO₅
Molecular Weight:283.324
Hs Code.:

Synonyms:(2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

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Technology Process of (2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

There total 2 articles about (2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol 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: 72.0%

: 2280-44-6
D-Glucose

: 589-16-2
4-aminoethylbenzene

: 99806-88-9
(2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

Guidance literature:: With acetic acid; In water; at 90 - 93 ℃; for 1.16667h;
DOI:10.1016/j.tet.2006.06.020

Reference yield:

: 2280-44-6
D-Glucose

: 589-16-2
4-aminoethylbenzene

: (2S,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

: 99806-88-9
(2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

Guidance literature:: With acetic acid; In water; at 95 ℃; for 1h; Title compound not separated from byproducts;
DOI:10.1021/jo0520285

Reference yield:

: 99806-88-9
(2R,3S,4R,5R)-2-[(4-Ethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

: OCH₂CHCHO₂C₃H₆COCOCONCH₂C₆H₄C₂H₅

Guidance literature:: Multi-step reaction with 3 steps

1: sulfuric acid / acetone / 1.5 h / 0 °C

2: 83 percent / NaHCO₃; diisopropylamine / CH₂Cl₂ / cooling

3: 73 percent / TPAP; aq. NaOCl; aq. NaHCO₃ / aq. Na₂CO₃ / ethyl acetate / 4 h / 20 °C / pH 9.5

With sodium hypochlorite; tetrapropylammonium perruthennate; sulfuric acid; sodium hydrogencarbonate; diisopropylamine; sodium carbonate; In dichloromethane; ethyl acetate; acetone;
DOI:10.1016/j.tet.2006.06.020