(2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide

Base Information

Chemical Name:(2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide
CAS No.:612546-48-2
Molecular Formula:C₁₅H₂₄N₂O₅S
Molecular Weight:344.432
Hs Code.:

Synonyms:(2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide

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Chemical Property of (2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide

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Technology Process of (2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide

There total 10 articles about (2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide 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: 89.0%

: 612546-52-8
N-[(1R,2R,3R)-2-Cyano-3-hydroxy-1-((R)-2-hydroxy-1-methyl-ethyl)-butyl]-4-methyl-benzenesulfonamide

: 612546-48-2
(2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide

Guidance literature:: With ammonium hydroxide; dihydrogen peroxide; In ethanol; at 20 ℃;
DOI:10.1055/s-2003-39910

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 612546-48-2
(2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide

Guidance literature:: Multi-step reaction with 5 steps

1: methanol / 20 °C

2: 94 percent / DMAP; Et₃N / CH₂Cl₂ / 0 °C

3: hexamethylphosphoric acid triamide / 20 °C

4: 91 percent / DIBAL / CH₂Cl₂ / -78 °C

5: 89 percent / H₂O₂; NH₄OH / ethanol / 20 °C

With dmap; ammonium hydroxide; dihydrogen peroxide; diisobutylaluminium hydride; triethylamine; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane;
DOI:10.1055/s-2003-39910

Reference yield:

: 612546-37-9
(Z)-(2R,5R)-6-Methoxymethoxy-5-methyl-hex-3-en-2-ol

: 612546-48-2
(2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: DBU / acetonitrile / 0 °C

2.1: IBr; DBU / CH₂Cl₂; acetonitrile / -78 - -50 °C

3.1: aq. HCl / methanol / 20 °C

3.2: NaHCO₃ / methanol / 20 °C

4.1: methanol / 20 °C

5.1: 94 percent / DMAP; Et₃N / CH₂Cl₂ / 0 °C

6.1: hexamethylphosphoric acid triamide / 20 °C

7.1: 91 percent / DIBAL / CH₂Cl₂ / -78 °C

8.1: 89 percent / H₂O₂; NH₄OH / ethanol / 20 °C

With hydrogenchloride; dmap; ammonium hydroxide; dihydrogen peroxide; iodine(I) bromide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; acetonitrile;
DOI:10.1055/s-2003-39910