(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide

Base Information

• Chemical Name: (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide
• CAS No.: 218435-21-3
• Molecular Formula: C₂₉H₅₅NO₇Si₂
• Molecular Weight: 585.929
• Mol file: 218435-21-3.mol

Synonyms:(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide

Chemical Property of (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide

There total 6 articles about (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic 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: 85.0%

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) + (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide (218435-20-2) → (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide (218435-21-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

(4R,6R)-4-Hydroxy-6-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-one (218435-18-8) → (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide (218435-21-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

2: 99 percent / Me₃Al / hexane; benzene / 1 h / Ambient temperature

3: 85 percent / DIPEA / CH₂Cl₂ / 15 h / Ambient temperature

With 1H-imidazole; trimethylaluminum; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

(3R,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methyl ester (218435-14-4) → (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methoxy-methyl-amide (218435-21-3)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. NaOH / tetrahydrofuran / 0.08 h / Ambient temperature

2: benzene / 15 h / Heating

3: 74 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

4: 99 percent / Me₃Al / hexane; benzene / 1 h / Ambient temperature

5: 85 percent / DIPEA / CH₂Cl₂ / 15 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; trimethylaluminum; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4020(98)00889-8

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide

(4R,6R)-4-Hydroxy-6-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-one

(3R,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methyl ester

Downstream raw materials:

(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-heptanal

1-[(1R,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-ynyloxymethyl]-4-methoxy-benzene

1-[(E)-(1R,2R,4S)-7-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-hept-6-enyloxymethyl]-4-methoxy-benzene