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

Base Information

• Chemical Name: (2R,3R)-3-[(E)-3-((2S,4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-allyl]-2-pent-2-ynyl-cyclopentanone
• CAS No.: 375367-28-5
• Molecular Formula: C₂₃H₃₀NO₃P
• Molecular Weight: 399.47

Synonyms:(2R,3R)-3-[(E)-3-((2S,4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-allyl]-2-pent-2-ynyl-cyclopentanone

Chemical Property of (2R,3R)-3-[(E)-3-((2S,4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-allyl]-2-pent-2-ynyl-cyclopentanone

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Technology Process of (2R,3R)-3-[(E)-3-((2S,4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-allyl]-2-pent-2-ynyl-cyclopentanone

There total 1 articles about (2R,3R)-3-[(E)-3-((2S,4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-allyl]-2-pent-2-ynyl-cyclopentanone 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:

2-(pent-2-ynyl)-cyclopent-2-enone (29119-44-6) + (2S,4S,5R)-3,4-Dimethyl-5-phenyl-2-(prop-2-enyl)-2-oxo-1,3,2-oxazaphospholidine (109361-22-0) → (2S,3S)-3-[(E)-3-((2S,4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yl)-allyl]-2-pent-2-ynyl-cyclopentanone + (2R,3R)-3-[(E)-3-((2S,4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yl)-allyl]-2-pent-2-ynyl-cyclopentanone (375367-28-5)

Guidance literature:

(2S,4S,5R)-3,4-Dimethyl-5-phenyl-2-(prop-2-enyl)-2-oxo-1,3,2-oxazaphospholidine; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

2-(pent-2-ynyl)-cyclopent-2-enone; In tetrahydrofuran; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(01)01437-X

Reference yield:

(2R,3R)-3-[(E)-3-((2S,4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yl)-allyl]-2-pent-2-ynyl-cyclopentanone (375367-28-5) → Methyl jasmonate (1211-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ozone; sodium hydroxide / CH₂Cl₂ / -78 °C

2: H₂ / Lindlar catalyst

With sodium hydroxide; hydrogen; ozone; Lindlar's catalyst; In dichloromethane;

DOI:10.1016/S0040-4039(01)01437-X

upstream raw materials:

2-(pent-2-ynyl)-cyclopent-2-enone

(2S,4S,5R)-3,4-Dimethyl-5-phenyl-2-(prop-2-enyl)-2-oxo-1,3,2-oxazaphospholidine

Downstream raw materials:

Methyl jasmonate

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