(4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: (4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester
• CAS No.: 314774-36-2
• Molecular Formula: C₁₉H₁₉NO₃Se
• Molecular Weight: 388.325
• Mol file: 314774-36-2.mol

Synonyms:(4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

Chemical Property of (4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

There total 3 articles about (4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 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: 79.0%

(4S,5R)-4-methoxycarbonyl-5-(phenylseleno)methyl-2-phenyloxazoline (314774-32-8) + methyl iodide (74-88-4) → (4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (314774-36-2)

Guidance literature:

With potassium hexamethylsilazane; at -78 ℃;

DOI:10.1021/ja0055110

Reference yield:

Phenylselenyl chloride (5707-04-0) → (4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (314774-36-2)

Guidance literature:

Multi-step reaction with 2 steps

1: AgOTf / tetrahydrofuran / -100 °C

2: 79 percent / KHMDS / -78 °C

With silver trifluoromethanesulfonate; potassium hexamethylsilazane; In tetrahydrofuran;

DOI:10.1021/ja0055110

Reference yield:

N-benzoyl-L-vinylglycine → (4S,5R)-4-Methyl-2-phenyl-5-phenylselanylmethyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (314774-36-2)

Guidance literature:

Multi-step reaction with 2 steps

1: AgOTf / tetrahydrofuran / -100 °C

2: 79 percent / KHMDS / -78 °C

With silver trifluoromethanesulfonate; potassium hexamethylsilazane; In tetrahydrofuran;

DOI:10.1021/ja0055110

upstream raw materials:

(4S,5R)-4-methoxycarbonyl-5-(phenylseleno)methyl-2-phenyloxazoline

methyl iodide

Phenylselenyl chloride

Downstream raw materials:

(+)-(2S)-α-Methyl-α-vinylglycine

(E)-(S)-2-Benzoylamino-2-methyl-4-phenylselanyl-but-3-enoic acid methyl ester