((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate))

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Chemical Name:((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate))
CAS No.:1401468-84-5
Molecular Formula:C₅₄H₆₆N₄O₁₂
Molecular Weight:963.138
Hs Code.:

Synonyms:((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate))

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Chemical Property of ((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate))

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Technology Process of ((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate))

There total 3 articles about ((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate)) 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: 60.0%

: 1401468-86-7
(S)-benzyl 2-(tert-butoxycarbonylamino)-5-(3,5-dibromopyridin-4-yl)pent-4-ynoate

: 119768-48-8
(S)-2-((tert-butoxycarbonyl)amino)-4-iodobutyric acid benzyl ester

: 1401468-88-9
C₃₈H₄₄BrN₃O₈

: 1401468-84-5
((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate))

Guidance literature:: (S)-2-N-tert-butoxycarbonylamino-4-iodo-butanoic acid benzyl ester; With chloro-trimethyl-silane; zinc; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

(S)-benzyl 2-(tert-butoxycarbonylamino)-5-(3,5-dibromopyridin-4-yl)pent-4-ynoate; With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; In N,N-dimethyl-formamide; at 40 - 50 ℃; for 24h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.tetlet.2012.08.084

Reference yield:

: 625-92-3
3,5-dibromopyridine

: 1401468-84-5
((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate))

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -85 °C / Inert atmosphere; Molecular sieve

1.2: 4 h / -78 °C / Inert atmosphere; Molecular sieve

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; copper(l) iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 40 °C / Inert atmosphere; Molecular sieve

3.1: zinc; chloro-trimethyl-silane / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 24 h / 40 - 50 °C / Inert atmosphere; Molecular sieve

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; n-butyllithium; chloro-trimethyl-silane; trifuran-2-yl-phosphane; diisopropylamine; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: |Negishi Coupling / 1.2: |Negishi Coupling / 2.1: |Sonogashira Cross-Coupling / 3.1: |Negishi Coupling / 3.2: |Negishi Coupling;
DOI:10.1016/j.tetlet.2012.08.084

Reference yield:

: 1214383-75-1
3,5-dibromo-4-iodopyridine

: 1401468-84-5
((2S,2'S)-benzyl 4,4'-(4-((S)-5-(benzyloxy)-4-(tert-butoxycarbonyl amino)-5-oxopent-1-ynyl)pyridine-3,5-diyl)bis(2-(tert-butoxycarbonylamino)butanoate))

Guidance literature:: Multi-step reaction with 2 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; copper(l) iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 40 °C / Inert atmosphere; Molecular sieve

2.1: zinc; chloro-trimethyl-silane / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 24 h / 40 - 50 °C / Inert atmosphere; Molecular sieve

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; chloro-trimethyl-silane; trifuran-2-yl-phosphane; N-ethyl-N,N-diisopropylamine; zinc; In N,N-dimethyl-formamide; 1.1: |Sonogashira Cross-Coupling / 2.1: |Negishi Coupling / 2.2: |Negishi Coupling;
DOI:10.1016/j.tetlet.2012.08.084