(3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide

Base Information

Chemical Name:(3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide
CAS No.:350038-39-0
Molecular Formula:C₄₇H₆₅N₄O₇P
Molecular Weight:829.029
Hs Code.:

(3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide

Synonyms:(3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide

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Chemical Property of (3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide

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Technology Process of (3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide

There total 23 articles about (3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide 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: 86.0%

: 350038-42-5
(3R)-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enoic acid

: 401810-35-3
(2S)-N-[(2S)-2-(naphthylmethyl)pent-4-enyl]-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide

: 350038-39-0
(3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide

Guidance literature:: With 1,3-di-tert-butylcarbodiimide; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/ol0157609

Reference yield:

: 589-15-1
1-bromomethyl-4-bromobenzene

: 350038-39-0
(3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 91 percent / tetrahydrofuran; various solvent(s) / 0 - 20 °C

2.1: 86 percent / triethylamine; tri-o-tolylphosphine / palladium acetate / Heating

3.1: cuprous thiophenoxide / diethyl ether; tetrahydrofuran / -40 - 20 °C

3.2: 56 percent / diethyl ether; tetrahydrofuran / 3 h / -40 °C

4.1: 80 percent / H₂O₂; LiOH / tetrahydrofuran; H₂O / 0 - 20 °C

5.1: 86 percent / HOBt; DIPCDI / dimethylformamide / 12 h / 20 °C

With lithium hydroxide; n-butyllithium; 1,3-di-tert-butylcarbodiimide; dihydrogen peroxide; copper(I) thiophenolate; benzotriazol-1-ol; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; diethyl ether; hexane; water; N,N-dimethyl-formamide; 2.1: Heck reaction;
DOI:10.1021/ol0157609

Reference yield:

: 300583-37-3
[(4-bromophenyl)methyl]-phosphonoic acid bis(tert-butyl) ester

: 350038-39-0
(3R)-N-{[N-((1S)-1-{N-[(2S)-2-(naphthylmethyl)pent-4-enyl]carbamoyl}-2-carbamoylethyl)carbamoyl]cyclohexyl}-3-(4-{[bis(tert-butoxy)phosphono]methyl}phenyl)pent-4-enamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / triethylamine; tri-o-tolylphosphine / palladium acetate / Heating

2.1: cuprous thiophenoxide / diethyl ether; tetrahydrofuran / -40 - 20 °C

2.2: 56 percent / diethyl ether; tetrahydrofuran / 3 h / -40 °C

3.1: 80 percent / H₂O₂; LiOH / tetrahydrofuran; H₂O / 0 - 20 °C

4.1: 86 percent / HOBt; DIPCDI / dimethylformamide / 12 h / 20 °C

With lithium hydroxide; 1,3-di-tert-butylcarbodiimide; dihydrogen peroxide; copper(I) thiophenolate; benzotriazol-1-ol; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; 1.1: Heck reaction;
DOI:10.1021/ol0157609