Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester
CAS No.:1026076-34-5
Molecular Formula:C₂₄H₃₂N₂O₆S
Molecular Weight:476.594
Hs Code.:

Synonyms:Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester

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Chemical Property of Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester

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Technology Process of Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester

There total 2 articles about Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester 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:

: 98-59-9
p-toluenesulfonyl chloride

: [(S)-1-(4-Hydroxy-butylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

: 1026076-34-5
Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.1021/jm950641i

Reference yield:

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 1026076-34-5
Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1-hydroxybenzotriazole, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 24 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

With pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950641i

Reference yield:

: 1026076-34-5
Toluene-4-sulfonic acid 4-((S)-2-benzyloxycarbonylamino-3-methyl-butyrylamino)-butyl ester

: (2R,3R,4S)-2-{3-[4-((S)-2-Amino-3-methyl-butyrylamino)-butoxy]-benzylamino}-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

2: hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

3: formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

4: ethanol / 24 h / 80 °C

5: 0.4 M aq. LiOH / dioxane / 16 h / Ambient temperature

With lithium hydroxide; formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dimethyl sulfoxide;
DOI:10.1021/jm950641i