methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-2-enoate

Base Information

Chemical Name:methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-2-enoate
CAS No.:1254356-42-7
Molecular Formula:C₂₈H₃₁NO₅S
Molecular Weight:493.624
Hs Code.:

Synonyms:methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-2-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-2-enoate

Chemical Property:

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Technology Process of methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-2-enoate

There total 5 articles about methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-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:

: 1254356-36-9
(3S)-4-aza-3-benzyl-6-oxo-6-phenyl-4-(p-toluenesulfonyl)hexanenitrile

: 1254356-42-7
methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

1.2: 0.25 h / -78 - 20 °C / Inert atmosphere

2.1: dichloromethane / 18 h / 20 °C

With diisobutylaluminium hydride; In dichloromethane; toluene; 2.1: Wittig reaction;
DOI:10.1021/jo101631y

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 1254356-42-7
methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / dichloromethane

2.1: N,N-dimethyl-formamide

3.1: caesium carbonate / acetonitrile / 0.5 h / 20 °C

3.2: 18 h

4.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

4.2: 0.25 h / -78 - 20 °C / Inert atmosphere

5.1: dichloromethane / 18 h / 20 °C

With pyridine; diisobutylaluminium hydride; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 5.1: Wittig reaction;
DOI:10.1021/jo101631y

Reference yield:

: 63328-00-7
(2S)-O-(p-toluenesulfonyl)-N-(p-toluenesulfonyl)phenylalaninol

: 1254356-42-7
methyl (5R,E)-6-aza-5-benzyl-8-hydroxy-8-phenyl-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N-dimethyl-formamide

2.1: caesium carbonate / acetonitrile / 0.5 h / 20 °C

2.2: 18 h

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

3.2: 0.25 h / -78 - 20 °C / Inert atmosphere

4.1: dichloromethane / 18 h / 20 °C

With diisobutylaluminium hydride; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Wittig reaction;
DOI:10.1021/jo101631y