methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate

Base Information

Chemical Name:methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate
CAS No.:267011-77-8
Molecular Formula:C₁₈H₂₃NO₄S
Molecular Weight:349.451
Hs Code.:

methyl 6E,8E-(R<sub>S</sub>,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate

Synonyms:methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate

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Chemical Property of methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate

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Technology Process of methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate

There total 5 articles about methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate 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%

: 79-20-9
acetic acid methyl ester

: E,E-(R)-(-)-N-(2,4-hexadienalidene)-p-toluenesulfinamide

: 267011-77-8
methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h;
DOI:10.1021/ol005580j

Reference yield: 76.0%

: 267011-76-7
methyl 4E,6E-(R_S,S)-(-)-3-N-(p-toluenesulfonylamine)-octa-4,6-dienoate

: 79-20-9
acetic acid methyl ester

: 267011-77-8
methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate

Guidance literature:: acetic acid methyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

methyl 4E,6E-(R_S,S)-(-)-3-N-(p-toluenesulfonylamine)-octa-4,6-dienoate; In tetrahydrofuran; at -78 - -20 ℃; for 8.5h; Further stages.;
DOI:10.1021/ol005580j

Reference yield:

: 80466-34-8,4488-48-6
2,4-hexadienal

: 267011-77-8
methyl 6E,8E-(R_S,S)-(-)-3-oxo-5-N-(p-toluenesulfinylamino)-deca-6,8-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / Ti(OEt)4 / CH₂Cl₂ / 20 °C

2.1: NaHMDS / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

2.2: 85 percent / diethyl ether; tetrahydrofuran; diethyl ether / 5 h / -78 °C

3.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

3.2: 76 percent / tetrahydrofuran / 8.5 h / -78 - -20 °C

With titanium(IV) tetraethanolate; sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Condensation / 2.1: Addition / 2.2: Addition / 3.1: Substitution / 3.2: Condensation;
DOI:10.1021/ol005580j