(S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester
CAS No.:174768-06-0
Molecular Formula:C₄₀H₄₆N₃O₇P
Molecular Weight:711.795
Hs Code.:

(S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

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Chemical Property of (S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

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Technology Process of (S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

There total 10 articles about (S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl 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:

: 25044-10-4
2-methylene-4-methyl-pentanoic acid

: 174768-06-0
(S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DCC, DMAP / CH₂Cl₂ / 18 h / 0 °C

2: 88 percent / NaH / tetrahydrofuran

3: 1.) TFA, 2.) HOBT, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, N-methylmorpholine / 1.) anisole, 0 deg C

With 4-methyl-morpholine; dmap; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0960-894X(96)00211-9

Reference yield:

: 4361-06-2
isobutylmalonic Acid

: 174768-06-0
(S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, 2.) HCl / 1.) H₂O

2: DCC, DMAP / CH₂Cl₂ / 18 h / 0 °C

3: 88 percent / NaH / tetrahydrofuran

4: 1.) TFA, 2.) HOBT, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, N-methylmorpholine / 1.) anisole, 0 deg C

With 4-methyl-morpholine; hydrogenchloride; dmap; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0960-894X(96)00211-9

Reference yield:

: 3857-83-8
2-naphthyl triflate

: 174768-06-0
(S)-2-{2-[(1-Benzyloxycarbonylamino-2-naphthalen-2-yl-ethyl)-methoxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 61 percent / Pd(OAc)2, PPh₃, Et₃N / dimethylformamide

2: 91 percent / H₃PO₂, HCl / dioxane

3: 1.) TFA, 2.) NaOH / 1.) anisole, 85-90 deg C, 3 h

4: 93 percent / TMS / dioxane; methanol

5: 88 percent / NaH / tetrahydrofuran

6: 1.) TFA, 2.) HOBT, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, N-methylmorpholine / 1.) anisole, 0 deg C

With 4-methyl-morpholine; hydrogenchloride; palladium diacetate; sodium hydroxide; tetramethylsilane; hypophosphorous acid; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1016/0960-894X(96)00211-9