4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester

Base Information

Chemical Name:4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester
CAS No.:1027488-86-3
Molecular Formula:C₄₈H₄₆N₄O₃
Molecular Weight:726.918
Hs Code.:

4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1<i>H</i>-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester

Synonyms:4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester

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Chemical Property of 4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester

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Technology Process of 4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester

There total 9 articles about 4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic 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:

: 13922-41-3
1-Naphthylboronic acid

: 1027488-86-3
4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / K₂CO₃, Pd(PPh₃)4 / dimethylformamide / 15 h / 110 °C

2: H₂ / Pd/C / 2068.59 Torr

3: 1.) aq. HCl, AcOH, NaNO₂, 2.) KI, aq. HCl / 1.) 0 deg C, 25 min, 2.) from 0 to 60 deg C

4: 50 percent / Pd(PPh₃)4 / tetrahydrofuran / 12 h / Heating

5: 100 percent / aq. LiOH / tetrahydrofuran; methanol / 2 h / Heating

6: 72 percent / EDCI, HOBT

7: CoCl₂*6H₂O, NaBH₄ / tetrahydrofuran; methanol / 3 h / Ambient temperature

8: titanium isopropoxide / tetrahydrofuran / 1 h / Ambient temperature

9: NaCNBH₃ / methanol; tetrahydrofuran / 4 h / Ambient temperature

With titanium(IV) isopropylate; hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium cyanoborohydride; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; cobalt(II) chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm9900873

Reference yield:

: 100959-22-6
methyl 2-bromo-4-nitrobenzoate

: 1027488-86-3
4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / K₂CO₃, Pd(PPh₃)4 / dimethylformamide / 15 h / 110 °C

2: H₂ / Pd/C / 2068.59 Torr

3: 1.) aq. HCl, AcOH, NaNO₂, 2.) KI, aq. HCl / 1.) 0 deg C, 25 min, 2.) from 0 to 60 deg C

4: 50 percent / Pd(PPh₃)4 / tetrahydrofuran / 12 h / Heating

5: 100 percent / aq. LiOH / tetrahydrofuran; methanol / 2 h / Heating

6: 72 percent / EDCI, HOBT

7: CoCl₂*6H₂O, NaBH₄ / tetrahydrofuran; methanol / 3 h / Ambient temperature

8: titanium isopropoxide / tetrahydrofuran / 1 h / Ambient temperature

9: NaCNBH₃ / methanol; tetrahydrofuran / 4 h / Ambient temperature

With titanium(IV) isopropylate; hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium cyanoborohydride; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; cobalt(II) chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm9900873

Reference yield:

: 180977-38-2
4-nitro-2-(1-naphthyl)benzoic acid methyl ester

: 1027488-86-3
4-methyl-2-(2-naphthalen-1-yl-4-{[(1-trityl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzoylamino)-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / Pd/C / 2068.59 Torr

2: 1.) aq. HCl, AcOH, NaNO₂, 2.) KI, aq. HCl / 1.) 0 deg C, 25 min, 2.) from 0 to 60 deg C

3: 50 percent / Pd(PPh₃)4 / tetrahydrofuran / 12 h / Heating

4: 100 percent / aq. LiOH / tetrahydrofuran; methanol / 2 h / Heating

5: 72 percent / EDCI, HOBT

6: CoCl₂*6H₂O, NaBH₄ / tetrahydrofuran; methanol / 3 h / Ambient temperature

7: titanium isopropoxide / tetrahydrofuran / 1 h / Ambient temperature

8: NaCNBH₃ / methanol; tetrahydrofuran / 4 h / Ambient temperature

With titanium(IV) isopropylate; hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; cobalt(II) chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1021/jm9900873