ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

Base Information

Chemical Name:ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate
CAS No.:74974-73-5
Molecular Formula:C₂₈H₃₁NO₄S
Molecular Weight:477.624
Hs Code.:

Synonyms:ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

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Chemical Property of ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

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Technology Process of ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

There total 13 articles about ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate 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: 53.0%

: 3699-66-9
ethyl 2-diethoxyphosphorylpropionate

: 74974-71-3
(2S)-2-(N-benzyl-p-toluenesulfonamido)-3-phenylpropanal

: 74974-72-4
ethyl (4S)-(Z)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

: 74974-73-5
ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h;
DOI:10.1021/ja00385a029

Reference yield: 46.0%

: 74974-71-3
(2S)-2-(N-benzyl-p-toluenesulfonamido)-3-phenylpropanal

: C₁₀H₂₀O₅P^(1-)*Na⁽¹⁺⁾

: 74974-72-4
ethyl (4S)-(Z)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

: 74974-73-5
ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

Guidance literature:: In tetrahydrofuran; 1) 0 deg C, 0.5 h; 2) 25 deg C, 2 h;
DOI:10.1021/ja00538a068

Reference yield:

: 13505-32-3
N-tosyl-(S)-phenylalanine

: 74974-73-5
ethyl (4S)-(E)-4-(N-benzyl-p-toluenesulfonamido)-2-methyl-5-phenylpent-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / borane-dimethyl sulfide complex / tetrahydrofuran / 48 h / 25 °C

2: 78 percent / sodium hydride / tetrahydrofuran / 36 h / Heating

3: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / 25 °C

4: 53 percent / sodium hydride / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h

With dimethylsulfide borane complex; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00385a029