(4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one

Base Information

• Chemical Name: (4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one
• CAS No.: 619328-34-6
• Molecular Formula: C₂₆H₃₃NO₄
• Molecular Weight: 423.552
• Mol file: 619328-34-6.mol

Synonyms:(4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one

Chemical Property of (4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one

There total 6 articles about (4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-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: 58.0%

methyl iodide (74-88-4) + (3'S,4S,5'S)-3-(7'-benzyloxy-3',5'-dimethylheptanoyl)-4-phenyloxazolidin-2-one (754239-29-7) → (4S,2'R,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one + (4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one (619328-34-6)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 2h;

DOI:10.1039/b306124h

Reference yield: 50.0%

(4S)-3-((2E)-2-butenoyl)-4-phenyl-1,3-oxazolidin-2-one (111292-75-2,148766-15-8,112530-01-5) + (2R)-4-benzyloxy-1-bromo-2-methylbutane (88409-08-9) + methyl iodide (74-88-4) → (4S,2'R,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one + (4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one (619328-34-6)

Guidance literature:

Multistep reaction;

DOI:10.1039/b404205k

Reference yield:

benzyl iodoethyl ether (54555-84-9) → (4S,2'S,3'S,5'S)-3-(7'-benzyloxy-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one (619328-34-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LDA; LiCl / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

1.2: 98 percent / tetrahydrofuran; hexane / 15 h / 20 °C

2.1: 90 percent / LDA; BH₃*NH₃ / tetrahydrofuran / 2.5 h / 20 °C

3.1: 74 percent / NBS; PPh₃ / CH₂Cl₂ / 0.17 h / 20 °C

With N-Bromosuccinimide; borane-ammonia complex; triphenylphosphine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1039/b404205k

upstream raw materials:

(4S)-3-((2E)-2-butenoyl)-4-phenyl-1,3-oxazolidin-2-one

(2R)-4-benzyloxy-1-bromo-2-methylbutane

methyl iodide

(3'S,4S,5'S)-3-(7'-benzyloxy-3',5'-dimethylheptanoyl)-4-phenyloxazolidin-2-one

Downstream raw materials:

(+)-kalkitoxin

(4S,2'S,3'S,5'S)-3-(7'-oxo-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one

(4S,2'S,3'S,5'S)-3-(7'-methylamino-2',3',5'-trimethylheptanoyl)-4-phenyloxazolidin-2-one

(2R,3'S,5'S,6'S,4''S)-2,N-dimethyl-N-[3',5',6'-trimethyl-7'-oxo-7'-(2''-oxo-4''-phenyloxazolidin-3-yl)heptyl]butyramide