(R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl ester

Base Information

• Chemical Name: (R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl ester
• CAS No.: 213532-99-1
• Molecular Formula: C₃₀H₃₇N₃O₄Si
• Molecular Weight: 531.727
• Mol file: 213532-99-1.mol

Synonyms:(R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl ester

Chemical Property of (R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl ester

There total 5 articles about (R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl 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: 82.0%

(S)-6-(tert-Butyl-diphenyl-silanyloxy)-5-methanesulfonyloxy-hexanoic acid 4-methoxy-benzyl ester (213532-98-0) → (R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl ester (213532-99-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 18h;

DOI:10.1055/s-1998-2123

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl ester (213532-99-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: 94 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 82 percent / NaN₃ / dimethylformamide / 18 h / 80 °C

With 1H-imidazole; sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1998-2123

Reference yield:

(4-methoxyphenyl)methyl hex-5-enoate (187851-95-2) → (R)-5-Azido-6-(tert-butyl-diphenyl-silanyloxy)-hexanoic acid 4-methoxy-benzyl ester (213532-99-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 56 percent / 1,4-bis(dihydroquininyl)anthraquinone, K₃Fe(CN)6, K₂CO₃, NaHCO₃, potassium osmate(VI) dihydrate, H₂O / 2-methyl-propan-2-ol / 12 h / 0 °C

2: 91 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 94 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 82 percent / NaN₃ / dimethylformamide / 18 h / 80 °C

With 1H-imidazole; potassium osmate(VI); sodium azide; 1,4-bis(dihydroquinidinyl)anthraquinone; water; sodium hydrogencarbonate; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1055/s-1998-2123

upstream raw materials:

(S)-6-(tert-Butyl-diphenyl-silanyloxy)-5-methanesulfonyloxy-hexanoic acid 4-methoxy-benzyl ester

tert-butylchlorodiphenylsilane

(4-methoxyphenyl)methyl hex-5-enoate

(S)-5,6-Dihydroxy-hexanoic acid 4-methoxy-benzyl ester

Downstream raw materials:

(6R)-6-[(tert-butyldiphenylsilyl)oxymethyl]piperidin-2-one

(R)-6-hydroxymethyl-piperidin-2-one