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

Base Information

Chemical Name:(2R,3S,4R,5R)-2-[(4-Methylsulfanyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol
CAS No.:501347-36-0
Molecular Formula:C₁₃H₁₉NO₅S
Molecular Weight:301.364
Hs Code.:

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

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

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

There total 1 articles about (2R,3S,4R,5R)-2-[(4-Methylsulfanyl-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: 41.0%

: 2280-44-6
D-Glucose

: 104-96-1
4-methylsulfanylaniline

: 501347-36-0
(2R,3S,4R,5R)-2-[(4-Methylsulfanyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

Guidance literature:: D-Glucose; 4-methylsulfanylaniline; With acetic acid; In water; at 100 ℃; for 0.5h;

In ethanol; water; at -25 ℃; for 24h; Further stages.;
DOI:10.1021/ol020229e

Reference yield: 68.0%

: 67-64-1
acetone

: 501347-36-0
(2R,3S,4R,5R)-2-[(4-Methylsulfanyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

: 501347-37-1
(3aR,6R,7S,7aS)-2,2-Dimethyl-6-[(4-methylsulfanyl-phenylamino)-methyl]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6,7-diol

Guidance literature:: With sulfuric acid; trimethyl orthoformate; at 0 ℃; for 2.5h;
DOI:10.1021/ol020229e

Reference yield:

: 501347-36-0
(2R,3S,4R,5R)-2-[(4-Methylsulfanyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

: 501347-38-2
C₁₇H₂₁NO₈S

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / trimethyl orthoformate; sulfuric acid / 2.5 h / 0 °C

2: triethylamine / CH₂Cl₂; toluene / 4.5 h / 0 °C

3: 0.98 g / Oxone; NaHCO₃; aq. EDTA / acetonitrile / 2 h / 20 °C

With Oxone; ethylenediaminetetraacetic acid; sulfuric acid; sodium hydrogencarbonate; triethylamine; trimethyl orthoformate; In dichloromethane; toluene; acetonitrile;
DOI:10.1021/ol020229e