(5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

Base Information

Chemical Name:(5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol
CAS No.:74974-79-1
Molecular Formula:C₂₈H₃₃NO₃S
Molecular Weight:463.641
Hs Code.:

Synonyms:(5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

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Chemical Property of (5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

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Technology Process of (5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

There total 8 articles about (5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol 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%

: 917-54-4
methyllithium

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

: 74974-79-1
(5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

Guidance literature:: In diethyl ether; at -78 ℃; for 0.25h;
DOI:10.1021/ja00538a068

Reference yield:

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

: 74974-79-1
(5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

Guidance literature:: Multi-step reaction with 5 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

5: 91 percent / diethyl ether / 0.33 h / -78 °C

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

Reference yield:

: 82495-70-3
(2S)-2-p-toluenesulfonamido-3-phenylpropanol

: 74974-79-1
(5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / sodium hydride / tetrahydrofuran / 36 h / Heating

2: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / 25 °C

3: 53 percent / sodium hydride / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h

4: 91 percent / diethyl ether / 0.33 h / -78 °C

With sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00385a029