(S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-2-(tert-butoxycarbonylamino)butanoate

Base Information

Chemical Name:(S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-2-(tert-butoxycarbonylamino)butanoate
CAS No.:1613625-00-5
Molecular Formula:C₃₂H₃₆N₂O₆
Molecular Weight:544.648
Hs Code.:

Synonyms:(S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-2-(tert-butoxycarbonylamino)butanoate

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Chemical Property of (S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-2-(tert-butoxycarbonylamino)butanoate

Chemical Property:

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Technology Process of (S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-2-(tert-butoxycarbonylamino)butanoate

There total 9 articles about (S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-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:

: 1613624-99-9
(S)-methyl 2-(tert-butoxycarbonylamino)-4-(4-(trifluoromethylsulfonyloxy)naphthalen-1-yl)butanoate

: 149965-78-6
N-benzyloxycarbonyl-but-3-ynyl-1-amine

: 1613625-00-5
(S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-2-(tert-butoxycarbonylamino)butanoate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-tert-butyl phosphine; triethylamine; In hexane; acetonitrile; for 5h; Inert atmosphere; Reflux;

Reference yield:

: 10465-20-0
γ-(4-methoxy-1-naphthyl)butyric acid

: 1613625-00-5
(S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-2-(tert-butoxycarbonylamino)butanoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-butyllithium / tetrahydrofuran / 0.75 h / -78 °C

1.2: 3.5 h / 0 - 20 °C

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C

2.2: -78 °C

2.3: 16 h / -78 - 27 °C

3.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 °C

4.1: hydrogen; palladium 10% on activated carbon / water / 3 h / 20 °C / 760.05 Torr

5.1: acetic acid; hydrogen bromide / 4 h / Reflux

6.1: acetyl chloride / 4 h / 0 °C / Reflux

7.1: sodium hydrogencarbonate / methanol; water / 3 h / 0 - 20 °C

8.1: pyridine / 2.5 h / 0 - 20 °C

9.1: tri-tert-butyl phosphine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / acetonitrile; hexane / 5 h / Inert atmosphere; Reflux

With pyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tri-tert-butyl phosphine; palladium 10% on activated carbon; hydrogen bromide; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydrogencarbonate; acetic acid; triethylamine; acetyl chloride; lithium hydroxide; In tetrahydrofuran; methanol; hexane; water; acetonitrile;

Reference yield:

: 1613624-91-1
(S)-4-benzyl-3-(4-(4-methoxynaphthalen-1-yl)butanoyl)oxazolidin-2-one

: 1613625-00-5
(S)-methyl 4-(4-(4-(benzyloxycarbonylamino)but-1-ynyl)naphthalen-1-yl)-2-(tert-butoxycarbonylamino)butanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -78 °C

1.2: -78 °C

1.3: 16 h / -78 - 27 °C

2.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 °C

3.1: hydrogen; palladium 10% on activated carbon / water / 3 h / 20 °C / 760.05 Torr

4.1: acetic acid; hydrogen bromide / 4 h / Reflux

5.1: acetyl chloride / 4 h / 0 °C / Reflux

6.1: sodium hydrogencarbonate / methanol; water / 3 h / 0 - 20 °C

7.1: pyridine / 2.5 h / 0 - 20 °C

8.1: tri-tert-butyl phosphine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / acetonitrile; hexane / 5 h / Inert atmosphere; Reflux

With pyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-tert-butyl phosphine; palladium 10% on activated carbon; hydrogen bromide; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydrogencarbonate; acetic acid; triethylamine; acetyl chloride; lithium hydroxide; In tetrahydrofuran; methanol; hexane; water; acetonitrile;