2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester

Base Information

Chemical Name:2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester
CAS No.:948092-55-5
Molecular Formula:C₃₈H₅₇N₅O₁₀S
Molecular Weight:775.964
Hs Code.:

2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester

Synonyms:2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester

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Chemical Property of 2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester

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Technology Process of 2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester

There total 5 articles about 2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-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: 74.0%

: 865436-10-8
2S,3R,5S-4-(2-{[2-tert-butoxycarbonyl-2-(2,4,6-trimethylbenzenesulfonyl-tert-butoxycarbonylamino)-2-(tert-butoxycarbonyl)ethyl]amino}-2-oxoethoxy)-2-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidine-1-carboxylic acid benzyl ester

: 948092-55-5
2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In isopropyl alcohol; for 12h;
DOI:10.1021/jm070002v

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 948092-55-5
2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NEt₃ / tetrahydrofuran; H₂O

2.1: NaOH; Br₂ / H₂O

2.2: H₂SO₄ / dioxane

3.1: O-benzotriazole-N,N,N',N'-tetramethyluronium*PF₆; diisopropylethylamine / dimethylformamide / 2.5 h

4.1: 3.11 g / DMAP / tetrahydrofuran / 120 h / 20 °C

5.1: 74 percent / H₂ / Pd/C / propan-2-ol / 12 h

With dmap; sodium hydroxide; hydrogen; bromine; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; water; N,N-dimethyl-formamide; isopropyl alcohol; 2.1: Hofmann rearrangement;
DOI:10.1021/jm070002v

Reference yield:

: C₃₆H₄₇N₅O₈S

: 948092-55-5
2S,3R,5S-3-(2-{5-[(tert-butoxycarbonylpyridin-2-ylamino)methyl]pyrrolidin-3-yloxy}acetylamino)-2-[tert-butoxycarbonyl-(2,4,6-trimethyl-benzenesulfonyl)amino]propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 3.11 g / DMAP / tetrahydrofuran / 120 h / 20 °C

2: 74 percent / H₂ / Pd/C / propan-2-ol / 12 h

With dmap; hydrogen; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol;
DOI:10.1021/jm070002v