(2S,6S,7S,8S)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2,7-dimethyl-3-oxo-decanoic acid methoxy-methyl-amide

Base Information

• Chemical Name: (2S,6S,7S,8S)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2,7-dimethyl-3-oxo-decanoic acid methoxy-methyl-amide
• CAS No.: 274263-53-5
• Molecular Formula: C₂₄H₃₉NO₇
• Molecular Weight: 453.576
• Mol file: 274263-53-5.mol

Synonyms:

Chemical Property of (2S,6S,7S,8S)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2,7-dimethyl-3-oxo-decanoic acid methoxy-methyl-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6S,7S,8S)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2,7-dimethyl-3-oxo-decanoic acid methoxy-methyl-amide

There total 3 articles about (2S,6S,7S,8S)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2,7-dimethyl-3-oxo-decanoic acid methoxy-methyl-amide 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: 45.0%

(S)-2-Methyl-3-oxo-pent-4-enoic acid methoxy-methyl-amide (274263-47-7) + Tributyl-[(1S,2S,3S)-3-(4-methoxy-benzyloxy)-1-methoxymethoxy-2-methyl-pentyl]-stannane → (2S,6S,7S,8S)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2,7-dimethyl-3-oxo-decanoic acid methoxy-methyl-amide (274263-53-5)

Guidance literature:

Tributyl-[(1S,2S,3S)-3-(4-methoxy-benzyloxy)-1-methoxymethoxy-2-methyl-pentyl]-stannane; With n-butyllithium;

With Li⁽¹⁺⁾*Th-Cu-CN^(1-);

(S)-2-Methyl-3-oxo-pent-4-enoic acid methoxy-methyl-amide; Further stages.;

DOI:10.1021/ol005714t

Reference yield:

methylketene dimer (476365-41-0) → (2S,6S,7S,8S)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2,7-dimethyl-3-oxo-decanoic acid methoxy-methyl-amide (274263-53-5)

Guidance literature:

Multi-step reaction with 3 steps

2.1: Pd(OAc)2

3.1: n-BuLi

3.2: 45 percent / Li⁽¹⁺⁾*Th-Cu-CN^(1-)

With palladium diacetate; n-butyllithium; 1.1: Addition / 1.2: silylation / 2.1: Oxidation / 3.1: transmetallation / 3.2: Metallation / 3.3: Addition;

DOI:10.1021/ol005714t

Reference yield:

(Z)-(S)-2-Methyl-3-trimethylsilanyloxy-pent-3-enoic acid methoxy-methyl-amide → (2S,6S,7S,8S)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2,7-dimethyl-3-oxo-decanoic acid methoxy-methyl-amide (274263-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Pd(OAc)2

2.1: n-BuLi

2.2: 45 percent / Li⁽¹⁺⁾*Th-Cu-CN^(1-)

With palladium diacetate; n-butyllithium; 1.1: Oxidation / 2.1: transmetallation / 2.2: Metallation / 2.3: Addition;

DOI:10.1021/ol005714t

upstream raw materials:

(S)-2-Methyl-3-oxo-pent-4-enoic acid methoxy-methyl-amide

methylketene dimer

Downstream raw materials:

Methanesulfonic acid (1S,4S,5S,6S)-6-(4-methoxy-benzyloxy)-4-methoxymethoxy-1-[(S)-1-(methoxy-methyl-carbamoyl)-ethyl]-5-methyl-octyl ester