(1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

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Chemical Name:(1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester
CAS No.:872133-08-9
Molecular Formula:C₂₉H₂₇NO₅
Molecular Weight:469.537
Hs Code.:

Synonyms:(1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

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Chemical Property of (1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

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Technology Process of (1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

There total 6 articles about (1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl 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: 78.0%

: 872133-06-7
(1S,2S,3S)-benzoic acid 3-{benzoyl-[4-(tert-butyldimethylsiloxy)-phenyl]-amino}-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

: 872133-08-9
(1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

Guidance literature:: (1S,2S,3S)-benzoic acid 3-{benzoyl-[4-(tert-butyldimethylsiloxy)-phenyl]-amino}-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 10h;

With [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2005.09.013

Reference yield:

: (2S,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenylamino]-3-furan-2-yl-2-methyl-propionaldehyde

: 872133-08-9
(1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: CuI / diethyl ether / 0.5 h / -7 °C

1.2: diethyl ether / 3 h / -7 °C

2.1: Et₃N; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / 0.5 h / 0 °C

3.1: 98 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran / 1 h / -78 °C

4.1: 61 percent / Et₃N; DMAP / CH₂Cl₂ / 18 h / 20 °C

5.1: tetrabutylammonium fluoride / tetrahydrofuran / 10 h / 0 °C

5.2: 78 percent / (diacetoxyiodo)benzene / acetonitrile; H₂O / 1 h / 0 °C

With dmap; copper(l) iodide; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; lithium tri-t-butoxyaluminum hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tet.2005.09.013

Reference yield:

: (2S,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenylamino]-3-furan-2-yl-1-(4-methoxy-phenyl)-2-methyl-propan-1-ol

: 872133-08-9
(1S,2S,3S)-benzoic acid 3-benzoylamino-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / 0.5 h / 0 °C

2.1: 98 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran / 1 h / -78 °C

3.1: 61 percent / Et₃N; DMAP / CH₂Cl₂ / 18 h / 20 °C

4.1: tetrabutylammonium fluoride / tetrahydrofuran / 10 h / 0 °C

4.2: 78 percent / (diacetoxyiodo)benzene / acetonitrile; H₂O / 1 h / 0 °C

With dmap; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; lithium tri-t-butoxyaluminum hydride; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tet.2005.09.013