(3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic acid methyl ester

Base Information

Chemical Name:(3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic acid methyl ester
CAS No.:1589566-69-7
Molecular Formula:C₂₁H₂₆INO₂
Molecular Weight:451.347
Hs Code.:

Synonyms:(3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic acid methyl ester

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Chemical Property of (3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic acid methyl ester

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Technology Process of (3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic acid methyl ester

There total 6 articles about (3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic 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: 91.0%

: 1589566-62-0
(3S)-3-[[(1R)-1-phenylethyl]-2-hydroxyethylamino]-3-(4-methylbenzene)propanoic acid methyl ester

: 1589566-69-7
(3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic acid methyl ester

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In diethyl ether; acetonitrile; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1007/s11426-014-5065-3

Reference yield:

: 20754-20-5
3-p-tolyl-acrylic acid methyl ester

: 1589566-69-7
(3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 0.67 h / -78 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 20 °C

3.1: sodium periodate / tetrahydrofuran; water / 20 °C

3.2: 0.5 h / 0 °C

4.1: triphenylphosphine; 1H-imidazole; iodine / diethyl ether; acetonitrile / 1 h / 0 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; n-butyllithium; iodine; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1007/s11426-014-5065-3

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 1589566-69-7
(3S)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-3-(4-methylbenzene)propanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / -50 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: 0.67 h / -78 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 20 °C

4.1: sodium periodate / tetrahydrofuran; water / 20 °C

4.2: 0.5 h / 0 °C

5.1: triphenylphosphine; 1H-imidazole; iodine / diethyl ether; acetonitrile / 1 h / 0 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; n-butyllithium; iodine; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1007/s11426-014-5065-3