(Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one

Base Information

Chemical Name:(Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one
CAS No.:82569-77-5
Molecular Formula:C₂₇H₂₉NO₃S
Molecular Weight:447.598
Hs Code.:

Synonyms:(Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one

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Chemical Property of (Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one

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Technology Process of (Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one

There total 17 articles about (Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one 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: 81.0%

: 917-54-4
methyllithium

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

: 82569-77-5
(Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one

Guidance literature:: With <(pyridin-2-yl)diphenylmethyl>lithium; In diethyl ether; at -25 ℃; for 0.166667h;
DOI:10.1021/ja00385a029

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 82569-77-5
(Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / 1.5 N NaOH / diethyl ether / 6 h / 25 °C

2: 98 percent / borane-dimethyl sulfide complex / tetrahydrofuran / 48 h / 25 °C

3: 78 percent / sodium hydride / tetrahydrofuran / 36 h / Heating

4: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / 25 °C

5: 46 percent / sodium hydride / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h

6: 81 percent / lithium diphenyl-2-pyridylmethane / diethyl ether / 0.17 h / -25 °C

With sodium hydroxide; dimethylsulfide borane complex; sodium hydride; <(pyridin-2-yl)diphenylmethyl>lithium; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00385a029

Reference yield:

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

: 82569-77-5
(Z)-(5S)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one

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

5: 81 percent / lithium diphenyl-2-pyridylmethane / diethyl ether / 0.17 h / -25 °C

With dimethylsulfide borane complex; sodium hydride; <(pyridin-2-yl)diphenylmethyl>lithium; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00385a029