(2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate

Base Information

• Chemical Name: (2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate
• CAS No.: 1246843-19-5
• Molecular Formula: C₂₅H₃₉NO₅
• Molecular Weight: 433.588
• Mol file: 1246843-19-5.mol

Synonyms:(2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate

Chemical Property of (2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate

There total 6 articles about (2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate 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: 96.0%

tert-butyl (2R,3R)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate (1246843-15-1) + acetic anhydride (108-24-7) → (2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate (1246843-19-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 13h; Inert atmosphere;

DOI:10.1021/ol101801u

Reference yield:

(R)-2-(tert-butoxycarbonyl(methyl)amino)-3-(4-tert-butoxyphenyl)propanoic acid (1246843-12-8) → (2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate (1246843-19-5)

Guidance literature:

Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / Inert atmosphere

2: tetrahydrofuran / Inert atmosphere

3: L-Selectride / tetrahydrofuran / -78 °C / Inert atmosphere

4: dmap; triethylamine / dichloromethane / Inert atmosphere

With dmap; L-Selectride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2011.01.027

Reference yield:

(R)-tert-butyl 3-(4-tert-butoxyphenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl(methyl)carbamate (1246843-13-9) → (2R,3R)-2-(tert-butoxycarbonyl(methyl)amino)-1-(4-tert-butoxyphenyl)hept-6-en-3-yl acetate (1246843-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / Inert atmosphere

2: L-Selectride / tetrahydrofuran / -78 °C / Inert atmosphere

3: dmap; triethylamine / dichloromethane / Inert atmosphere

With dmap; L-Selectride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2011.01.027

upstream raw materials:

tert-butyl (2R,3R)-1-(4-tert-butoxyphenyl)-3-hydroxyhept-6-en-2-yl(methyl)carbamate

acetic anhydride

(R)-tert-butyl 1-(4-tert-butoxyphenyl)-3-oxohept-6-en-2-yl(methyl)carbamate

(R)-2-(tert-butoxycarbonyl(methyl)amino)-3-(4-tert-butoxyphenyl)propanoic acid

Downstream raw materials:

C₄₆H₆₄O₂Si₂

C₄₇H₆₉NO₆Si

C₃₀H₄₉NO₅

C₂₈H₄₇NO₄