cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]

Base Information

Chemical Name:cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]
CAS No.:1371578-08-3
Molecular Formula:C₆₈H₈₃N₁₁O₁₁
Molecular Weight:1230.47
Hs Code.:

Synonyms:cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]

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Chemical Property of cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]

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Technology Process of cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]

There total 16 articles about cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-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:

: 29558-77-8
4-bromo-4'-hydroxybiphenyl

: 1371578-08-3
cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / butanone / 8 h / Reflux

2.1: n-butyllithium / tert-butyl methyl ether / 2 h / -20 °C / Inert atmosphere

2.2: -60 - 20 °C / Inert atmosphere

2.3: 0.17 h / 20 °C

3.1: palladium diacetate; sodium carbonate; triphenylphosphine / water; isopropyl alcohol; toluene / 4 h / Inert atmosphere; Reflux

4.1: cetyltrimethylammonim bromide; potassium hydroxide / 5,5-dimethyl-1,3-cyclohexadiene; water / 3 h / Reflux

4.2: pH 1

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 48 h

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

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

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

8.2: 1 h / 20 °C

With dmap; n-butyllithium; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; cetyltrimethylammonim bromide; palladium diacetate; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; potassium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; butanone; 3.1: Suzuki coupling;
DOI:10.1016/j.tet.2012.02.015

Reference yield:

: 1203557-74-7
C₃₃H₄₃N₇O₉

: C₄₁H₅₄N₄O₆

: 1371578-08-3
cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]

Guidance literature:: C₃₃H₄₃N₇O₉; C₄₁H₅₄N₄O₆; 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:

: C₂₁H₃₈N₄O₆

: 1371578-08-3
cyclo-[Orn(Nα-4''-hexyloxy-terphenyl-4-formyl)-Val-Pro-hTyr-Orn(Nδ-Cbz)-Pro(4S-N3)]

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

3.2: 1 h / 20 °C

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