(4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Base Information

• Chemical Name: (4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one
• CAS No.: 106569-65-7
• Molecular Formula: C₂₁H₂₅NO₃
• Molecular Weight: 339.434
• Mol file: 106569-65-7.mol

Synonyms:(4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Chemical Property of (4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one

There total 7 articles about (4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one 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:

5-octynolic acid (76469-08-4) → (4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one (106569-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (COCl)2

2: 1) nBuLi / 1) THF

3: 1) (Me₂Si)2NLi / 1) THF, -78 deg C, 2) THF, -78 to 0 deg C

With n-butyllithium; oxalyl dichloride; (Me₂Si)2NLi;

DOI:10.1021/ja00238a060

Reference yield:

5-hexyl-1-ol (928-90-5) → (4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one (106569-65-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) LiNH₂ / 1.) liq. NH₃, -78 deg C, 2 h, 2.) a) -78 deg C, 2 h, b) from -78 deg C to rt, overnight

2: 62 percent / Jones reagent / acetone / 1 h / 0 °C

3: 1.06 g / (COCl)2 / benzene / 1 h / Ambient temperature

4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) a) -78 deg C, 15 min, b) from -78 to 0 deg C, 30 min

5: 1.) (Me₃Si)2NLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) a) from -78 to 0 deg C, 2.5 h, b) 0 deg C, 2.5 h

With n-butyllithium; jones reagent; lithium amide; oxalyl dichloride; lithium hexamethyldisilazane; In acetone; benzene;

Reference yield:

5-octyn-1-ol (41547-21-1) → (4R,5S)-3-((S)-2-Allyl-oct-5-ynoyl)-4-methyl-5-phenyl-oxazolidin-2-one (106569-65-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / Jones reagent / acetone / 1 h / 0 °C

2: 1.06 g / (COCl)2 / benzene / 1 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) a) -78 deg C, 15 min, b) from -78 to 0 deg C, 30 min

4: 1.) (Me₃Si)2NLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) a) from -78 to 0 deg C, 2.5 h, b) 0 deg C, 2.5 h

With n-butyllithium; jones reagent; oxalyl dichloride; lithium hexamethyldisilazane; In acetone; benzene;

upstream raw materials:

(4R,5S)-4-Methyl-3-oct-5-ynoyl-5-phenyl-oxazolidin-2-one

allyl bromide

4-methyl-5-phenyloxazolidin-2-one

5-octynolic acid

Downstream raw materials:

[(1R,2R,4S)-4-Benzyloxymethyl-2-(2-methoxy-ethoxymethoxy)-cyclohexyl]-(3,3-dimethyl-1,5,9-trioxa-spiro[5.5]undec-7-en-8-yl)-methanol

6-[(1S,2R,4S)-4-Benzyloxymethyl-2-(2-methoxy-ethoxymethoxy)-cyclohexanecarbonyl]-2,3-dihydro-pyran-4-one

6-{[(1R,2R,4S)-4-Benzyloxymethyl-2-(2-methoxy-ethoxymethoxy)-cyclohexyl]-hydroxy-methyl}-2,3-dihydro-pyran-4-one

C₂₄H₃₄O₅Si