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

Base Information

Chemical Name:(1S,2S,3S)-benzoic acid 3-{benzoyl-[4-(tert-butyldimethylsiloxy)-phenyl]-amino}-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester
CAS No.:872133-06-7
Molecular Formula:C₄₁H₄₅NO₆Si
Molecular Weight:675.897
Hs Code.:

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

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Chemical Property of (1S,2S,3S)-benzoic acid 3-{benzoyl-[4-(tert-butyldimethylsiloxy)-phenyl]-amino}-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

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Technology Process of (1S,2S,3S)-benzoic acid 3-{benzoyl-[4-(tert-butyldimethylsiloxy)-phenyl]-amino}-3-(2-furyl)-1-(4-methoxyphenyl)-2-methylpropyl ester

There total 6 articles about (1S,2S,3S)-benzoic acid 3-{benzoyl-[4-(tert-butyldimethylsiloxy)-phenyl]-amino}-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: 61.0%

: 872133-04-5
(1S,2S,3S)-3-(N-p-tert-butyldimethylsiloxyphenylamino)-3-(2-furyl)-2-methyl-1-(p-methoxyphenyl)propan-1-ol

: 98-88-4
benzoyl chloride

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

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 18h;
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

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

Guidance literature:: Multi-step reaction with 4 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

With dmap; copper(l) iodide; pyridine-SO₃ complex; 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

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

Guidance literature:: Multi-step reaction with 3 steps

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

2: 98 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran / 1 h / -78 °C

3: 61 percent / Et₃N; DMAP / CH₂Cl₂ / 18 h / 20 °C

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