(E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester

Base Information

Chemical Name:(E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester
CAS No.:144236-11-3
Molecular Formula:C₁₈H₃₂NO₆P
Molecular Weight:389.429
Hs Code.:

Synonyms:(E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester

Suppliers and Price of (E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester

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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 (E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester

There total 11 articles about (E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester 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:

: 31139-02-3,31139-03-4,56124-48-2,88335-93-7,88335-94-8,93603-11-3
(1R,6S)-6-methoxycarbonyl-3-cyclohexene-1-carboxylic acid

: 144236-11-3
(E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / LiEt₃BH / tetrahydrofuran / Ambient temperature

2: DIBAL / toluene / 1 h / -45 - -35 °C

3: NaH / tetrahydrofuran; toluene / 1.) r.t., 1 h, 2.) 0 deg C, 30 min; 60 deg C, 4 h

4: H₂ / Pd/C

5: 84 percent / oxalyl chloride, DMSO, triethylamine / CH₂Cl₂ / - 60 deg C, 30 min; r.t., 30 min

6: NaH / tetrahydrofuran / 24 h / Ambient temperature

With oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00077a058

Reference yield:

: 88586-06-5
(3aS,7aR)-3a,4,7,7a-tetrahydroisobenzofuran-1(3H)-one

: 144236-11-3
(E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: DIBAL / toluene / 1 h / -45 - -35 °C

2: NaH / tetrahydrofuran; toluene / 1.) r.t., 1 h, 2.) 0 deg C, 30 min; 60 deg C, 4 h

3: H₂ / Pd/C

4: 84 percent / oxalyl chloride, DMSO, triethylamine / CH₂Cl₂ / - 60 deg C, 30 min; r.t., 30 min

5: NaH / tetrahydrofuran / 24 h / Ambient temperature

With oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00077a058

Reference yield:

: 65376-02-5
(1S,6R)-8-oxabicyclo[4.3.0]nonan-7-one

: 144236-11-3
(E)-2-Acetylamino-3-{(1S,2S)-2-[2-(diethoxy-phosphoryl)-ethyl]-cyclohexyl}-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / DIBAL / toluene / 0.75 h / -78 °C

2: 1.) NaH / 1.) THF, MeOH, r.t., 2 h; -78 deg C, 4 h, 2.) THF, -78 deg C --> r.t., overnight

3: 1 N aq. HCl, NH₄Cl

4: 99 percent / H₂ / 5percent Pd/C / ethanol / 4 h / 2585.7 Torr

5: 84 percent / oxalyl chloride, DMSO, triethylamine / CH₂Cl₂ / - 60 deg C, 30 min; r.t., 30 min

6: NaH / tetrahydrofuran / 24 h / Ambient temperature

With hydrogenchloride; oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; ammonium chloride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/jo00077a058