methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate

Base Information

• Chemical Name: methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate
• CAS No.: 380243-07-2
• Molecular Formula: C₂₀H₃₃NO₃
• Molecular Weight: 335.487
• Mol file: 380243-07-2.mol

Synonyms:methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate

Chemical Property of methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate

There total 1 articles about methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate 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: 39.0%

(Z)-1,2-dimethoxy-1-(trimethylsilyloxy)ethylene (107940-08-9) + Oct-(E)-ylidene-((R)-1-phenyl-ethyl)-amine → methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate (380243-07-2)

Guidance literature:

With magnesium bromide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1246/bcsj.74.1667

Reference yield: 67.0%

methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate (380243-07-2) → (3S,4R)-4-Heptyl-3-methoxy-1-((R)-1-phenyl-ethyl)-azetidin-2-one + methyl (2S,3R)-2-hydroxy-3-[(R)-α-methylbenzylamino]decanoate

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃;

DOI:10.1246/bcsj.74.1667

Reference yield:

methyl (2S,3R)-2-methoxy-3-[(R)-α-methylbenzylamino]decanoate (380243-07-2) → methyl (2S,3R)-3-benzoylamino-2-hydroxydecanoate

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C / methanol / 15 h / 20 °C

2: 238 mg / NaOH / tetrahydrofuran; H₂O / 0.5 h / 0 °C / pH 9 - 10

3: 89 percent / BBr₃ / CH₂Cl₂ / 2.17 h / -78 - 20 °C

With sodium hydroxide; hydrogen; boron tribromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1246/bcsj.74.1667

upstream raw materials:

(Z)-1,2-dimethoxy-1-(trimethylsilyloxy)ethylene

Downstream raw materials:

methyl (2S,3R)-3-benzoylamino-2-methoxydecanoate