(S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-oxazolidin-2-one

Base Information

• Chemical Name: (S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-oxazolidin-2-one
• CAS No.: 337983-97-8
• Molecular Formula: C₂₄H₃₅NO₄Si
• Molecular Weight: 429.632
• Mol file: 337983-97-8.mol

Synonyms:(S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-oxazolidin-2-one

Chemical Property of (S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-oxazolidin-2-one

There total 1 articles about (S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-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: 93.0%

Allylchlorodimethylsilane (4028-23-3) + 3-[2-(1-hydroxy-3-phenyl-propyl)-but-3-enoyl]-4-isopropyl-oxazolidin-2-one → (S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-oxazolidin-2-one (337983-97-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ja0037163

Reference yield: 86.0%

(S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-oxazolidin-2-one (337983-97-8) → 3-(2,2-dimethyl-7-phenethyl-2,3,6,7-tetrahydro-[1,2]oxasilepine-6-carbonyl)-4-isopropyl-oxazolidin-2-one (337983-99-0)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; Heating;

DOI:10.1021/ja0037163

Reference yield:

(S)-3-[(2S,3R)-3-(Allyl-dimethyl-silanyloxy)-5-phenyl-2-vinyl-pentanoyl]-4-isopropyl-oxazolidin-2-one (337983-97-8) → 4-isopropyl-3-(2-phenethyl-3-vinyl-cyclopropanecarbonyl)-oxazolidin-2-one

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / Grubb's catalyst / CH₂Cl₂ / Heating

2: Py*HF / tetrahydrofuran / 0.17 h / 20 °C

3: 2,6-lutidine; Tf₂O / CH₂Cl₂ / 0.42 h / -78 °C

With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; pyridine hydrogenfluoride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja0037163

upstream raw materials:

Allylchlorodimethylsilane

Downstream raw materials:

3-(2,2-dimethyl-7-phenethyl-2,3,6,7-tetrahydro-[1,2]oxasilepine-6-carbonyl)-4-isopropyl-oxazolidin-2-one