(R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester

Base Information

Chemical Name:(R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester
CAS No.:169176-67-4
Molecular Formula:C₄₈H₄₆F₅N₃O₁₂
Molecular Weight:951.898
Hs Code.:

(R)-4-<3-<1-<N-<N-<(Phenylmethoxy)carbonyl>-L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester

Synonyms:(R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester

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Chemical Property of (R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester

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Technology Process of (R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester

There total 15 articles about (R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester 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: 64.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 169176-66-3
(R)-4-<2-Methoxy-5-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-ethoxy-2-oxoethyl>phenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine

: 169176-67-4
(R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; 1.) 0 deg C, 3 h, 2.) room temp., 12 h;
DOI:10.1021/jo00127a020

Reference yield:

: 104-01-8
4-Methoxyphenylacetic acid

: 169176-67-4
(R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: Et₃N / tetrahydrofuran / 1.) -78 deg C, 20 min, 2.) room temp., 50 min

2: n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temp., 20 h

3: 68 percent / KHMDS, trisyl azide / toluene; tetrahydrofuran / -78 °C / 1.) 30 min, 2.) 2 min

4: H₂, 5 N HCl / 10percent Pd/C / tetrahydrofuran; methanol / 8 h / 735.5 Torr / Ambient temperature

5: aq. NaHCO₃ / CH₂Cl₂ / 4 h / 0 °C

6: 87 percent / 0.5 M aq. LiOH / tetrahydrofuran / 1 h / 0 °C

7: 71 percent / HOBT*H₂O, EDC*HCl / tetrahydrofuran / 1.) 0 deg C, 4 h, 2.) room temp., 15 h

9: 89 percent / NaI / acetone / 6 h / Heating

10: 79 percent / DMPU, SmI₂ / tetrahydrofuran / 1.) 10 deg C, 5 min, 2.) room temp., 2 h

11: 64 percent / DCC / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) room temp., 12 h

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; n-butyllithium; samarium diiodide; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; toluene;
DOI:10.1021/jo00127a020

Reference yield:

: 159579-64-3
(2R)-2-Azido-2-<(3-(benzyloxy)-4-methoxy)phenyl>acetic acid

: 169176-67-4
(R)-4-<3-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-(ethoxycarbonyl)ethyl>-4-methoxyphenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 71 percent / p-toluenesulfonic acid / 8 h / Heating

2: 99 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 24 h / 735.5 Torr / Ambient temperature

3: 71 percent / HOBT*H₂O, EDC*HCl / tetrahydrofuran / 1.) 0 deg C, 4 h, 2.) room temp., 15 h

5: 89 percent / NaI / acetone / 6 h / Heating

6: 79 percent / DMPU, SmI₂ / tetrahydrofuran / 1.) 10 deg C, 5 min, 2.) room temp., 2 h

7: 64 percent / DCC / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) room temp., 12 h

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; samarium diiodide; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jo00127a020