cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)]

Base Information

Chemical Name:cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)]
CAS No.:1371578-18-5
Molecular Formula:C₆₀H₇₇N₁₁O₁₃
Molecular Weight:1160.34
Hs Code.:

Synonyms:cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)]

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Chemical Property of cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)]

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Technology Process of cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)]

There total 9 articles about cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)] 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:

: 1203557-76-9
C₂₄H₃₄N₆O₈

: C₄₂H₅₇N₅O₉

: 1371578-18-5
cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)]

Guidance literature:: C₂₄H₃₄N₆O₈; C₄₂H₅₇N₅O₉; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 10h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Further stages;
DOI:10.1016/j.tet.2012.02.015

Reference yield:

: 81081-42-7
N-(N⁶-((benzyloxy)carbonyl)-N₂-(tert-butoxycarbonyl)-L-lysyl)-4R-hydroxy-L-proline methyl ester

: 1371578-18-5
cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)]

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

1.2: 24 h / 0 - 20 °C

2.1: diethylamine / dichloromethane / 2 h / Cooling with ice

3.1: N,N-dimethyl-formamide / 24 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C

5.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 20 °C

5.2: 1 h / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.02.015

Reference yield:

: 1371578-03-8
Nδ-Boc-Orn(Nα-Fmoc)-Lys(Nε-Cbz)-Pro(4R-OH)-OMe

: 1371578-18-5
cyclo-[Orn(Nα-6-hexyloxy-2-naphthoyl)-Lys(Nε-Cbz)-Pro(4R-OH)-hTyr-Thr-Pro(4S-N3)]

Guidance literature:: Multi-step reaction with 4 steps

1.1: diethylamine / dichloromethane / 2 h / Cooling with ice

2.1: N,N-dimethyl-formamide / 24 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C

4.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 20 °C

4.2: 1 h / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.02.015