4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide

Base Information

• Chemical Name: 4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide
• CAS No.: 398526-29-9
• Molecular Formula: C₃₃H₅₁N₅O₆S
• Molecular Weight: 645.864

Synonyms:4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide

Chemical Property of 4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide

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Technology Process of 4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide

There total 9 articles about 4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide 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: 81.0%

((13S)-{2-[(4-acetylamino-benzenesulfonyl)-(3-methylbutyl)-amino]-(1R)-hydroxy-ethyl}-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-(7S)-yl)-carbamic acid tert-butyl ester (398526-30-2) → 4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide (398526-29-9)

Guidance literature:

With hydrogenchloride; In methanol; for 2h; Heating;

DOI:10.1021/jm010414i

Reference yield:

[(7S,10S,13S)-13-(2-Bromo-acetyl)-10-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-7-yl]-carbamic acid tert-butyl ester → 4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide (398526-29-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 51 percent / NaBH₄ / ethanol / 0.08 h / -15 °C

2: 93 percent / NaOMe / tetrahydrofuran; methanol / 0.25 h / 20 °C

3: 85 percent / DIPEA / ethanol / Heating

4: 55 percent / DIPEA / tetrahydrofuran; H₂O / 0.5 h / 20 °C

5: 81 percent / aq. HCl / methanol / 2 h / Heating

With hydrogenchloride; sodium tetrahydroborate; sodium methylate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; water;

DOI:10.1021/jm010414i

Reference yield:

1-amino-3-methylbutane (107-85-7) → 4-amino-N-[2-((7S)-amino-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1(18),15(19),16-trien-(13S)-yl)-(2R)-hydroxy-ethyl]-N-(3-methyl-butyl)benzenesulfonamide (398526-29-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / DIPEA / ethanol / Heating

2: 55 percent / DIPEA / tetrahydrofuran; H₂O / 0.5 h / 20 °C

3: 81 percent / aq. HCl / methanol / 2 h / Heating

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; water;

DOI:10.1021/jm010414i

upstream raw materials:

((13S)-{2-[(4-acetylamino-benzenesulfonyl)-(3-methylbutyl)-amino]-(1R)-hydroxy-ethyl}-(10S)-butyl-8,11-dioxo-2-oxa-9,12-diaza-bicyclo[13.2.2]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-trien-(7S)-yl)-carbamic acid tert-butyl ester

1-amino-3-methylbutane

Boc-Lys-OH

(S)-2-((S)-2-Amino-hexanoylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester

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