(2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide

Base Information

• Chemical Name: (2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide
• CAS No.: 184354-41-4
• Molecular Formula: C₁₄H₂₁NO₃
• Molecular Weight: 251.326
• Mol file: 184354-41-4.mol

Synonyms:(2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide

Chemical Property of (2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide

There total 4 articles about (2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide 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: 95.0%

(2R,3S)-3-hydroxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide (184354-37-8) + methyl iodide (74-88-4) → (2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide (184354-41-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 1.5h;

DOI:10.1021/ja961683e

Reference yield: 95.0%

(2'R,3'S,4R)-4-benzyl-3-[3'-hydroxy-2'-methyl-4'-phenylbutanol]-oxazolin-2-one (298202-04-7) + methyl iodide (74-88-4) → (2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide (184354-41-4)

Guidance literature:

(2'R,3'S,4R)-4-benzyl-3-[3'-hydroxy-2'-methyl-4'-phenylbutanol]-oxazolin-2-one; Me₂AlN(OMe)Me;

methyl iodide; With sodium hydride; Further stages.;

DOI:10.1021/ol006347o

Reference yield:

(2'R,3'S,4R,5S)-3-(3'-hydroxy-2'-methyl-4'-phenylbutanoyl)-4-methyl-5-phenyloxazolidin-2-one (134440-87-2) → (2R,3S)-3-methoxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide (184354-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / Al(CH₃)3 / CH₂Cl₂ / 3 h / 0 - 4 °C

2: 76 percent / NaH / tetrahydrofuran / 48 h / Ambient temperature

With trimethylaluminum; sodium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo982145i

upstream raw materials:

(2R,3S)-3-hydroxy-2-methyl-4-phenylbutan-(N-methyl-O-methyl)-hydroxamide

methyl iodide

(2'R,3'S,4R)-4-benzyl-3-[3'-hydroxy-2'-methyl-4'-phenylbutanol]-oxazolin-2-one

phenylacetaldehyde

Downstream raw materials:

(2R,3S)-3-methoxy-2-methyl-4-phenylbutanal

(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-en-1-ol

(2E,4S,5S)-ethyl 5-methoxy-2,4-dimethyl-6-phenylhex-2-enoate

(2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid