(E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile

Base Information

• Chemical Name: (E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile
• CAS No.: 195433-96-6
• Molecular Formula: C₁₅H₁₉N₂O₃P
• Molecular Weight: 306.301

Synonyms:(E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile

Chemical Property of (E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile

Chemical Property:

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Technology Process of (E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile

There total 1 articles about (E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile 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: 53.0%

(E)-2-hydroxypent-3-enenitrile (193805-19-5) + (4S)-2-chloro-3,4r-dimethyl-5t-phenyl-[1,3,2]oxazaphospholidine 2ξ-oxide (13897-77-3,28080-18-4,28080-19-5,31060-10-3,31060-12-5,53625-09-5,53625-11-9,54750-12-8,54750-13-9,72691-41-9,149116-52-9) → (E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile (195433-96-6)

Guidance literature:

With triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1021/jo970854a

Reference yield:

benzyl bromide (100-39-0) + (E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile (195433-96-6) → (E)-(R)-2-Benzyl-2-((2S,4S,5S)-3,4-dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile (195433-99-9)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; hexane; at -108 ℃; Yield given; 1.) 20 min, 2.) 4 h;

DOI:10.1021/jo970854a

Reference yield:

ethyl iodide (75-03-6) + (E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile (195433-96-6) → (E)-(R)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-2-ethyl-pent-3-enenitrile (195433-98-8)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; hexane; at -108 ℃; Yield given; 1.) 20 min, 2.) 4 h;

DOI:10.1021/jo970854a

upstream raw materials:

(E)-2-hydroxypent-3-enenitrile

(4S)-2-chloro-3,4r-dimethyl-5t-phenyl-[1,3,2]oxazaphospholidine 2ξ-oxide

Downstream raw materials:

(E)-(R)-2-Benzyl-2-((2S,4S,5S)-3,4-dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile

(E)-(R)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-2-ethyl-pent-3-enenitrile

(E)-(R)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-2-((E)-3-phenyl-allyl)-pent-3-enenitrile

(R)-2-ethyl-2-hydroxypentanoic acid

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