tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate

Base Information

Chemical Name:tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate
CAS No.:910606-82-5
Molecular Formula:C₁₇H₂₁N₃O₆S
Molecular Weight:395.436
Hs Code.:

Synonyms:tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate

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Chemical Property of tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate

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Technology Process of tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate

There total 3 articles about tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate 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: 62.0%

: (2S)-2-amino-3-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)phenyl]propanamide monotrifluoroacetate

: 24424-99-5
di-tert-butyl dicarbonate

: 910606-82-5
tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate

Guidance literature:: With pyridine; at 50 ℃; for 3h;
DOI:10.1016/j.bmc.2006.05.032

Reference yield:

: 850322-12-2
(4-(2S)-3-amino-2-[(tert-butoxycarbonyl)amino]-3-oxopropylphenyl)boronic acid

: 910606-82-5
tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / K₂CO₃ / PdCl₂(dppf)*CH₂Cl₂ / dioxane / 16 h / 80 °C

2: 0.03 h / 140 °C

3: 62 percent / pyridine / 3 h / 50 °C

With pyridine; potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1: Suzuki coupling;
DOI:10.1016/j.bmc.2006.05.032

Reference yield:

: 850322-13-3
tert-butyl (1S)-2-amino-1-[4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethylcarbamate

: 910606-82-5
tert-butyl {(2S)-2-amino-1-[4-(1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethyl}carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 0.03 h / 140 °C

2: 62 percent / pyridine / 3 h / 50 °C

With pyridine;
DOI:10.1016/j.bmc.2006.05.032