(R)-4-(Benzhydrylidene-amino)-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid ethyl ester

Base Information

• Chemical Name: (R)-4-(Benzhydrylidene-amino)-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid ethyl ester
• CAS No.: 212139-60-1
• Molecular Formula: C₃₁H₃₆N₂O₅S
• Molecular Weight: 548.703
• Mol file: 212139-60-1.mol

Synonyms:

Chemical Property of (R)-4-(Benzhydrylidene-amino)-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-(Benzhydrylidene-amino)-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid ethyl ester

There total 1 articles about (R)-4-(Benzhydrylidene-amino)-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid ethyl 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: 81.0%

2-(Benzhydrylidene-amino)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-ethanone + ethyl 2-bromomethyl-2-propenoate (17435-72-2) → (R)-4-(Benzhydrylidene-amino)-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid ethyl ester (212139-60-1)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In acetonitrile; Ambient temperature;

DOI:10.1016/S0957-4166(98)00169-4

Reference yield:

(R)-4-(Benzhydrylidene-amino)-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid ethyl ester (212139-60-1) → N-tert-butoxycarbonyl-4-methylene-D-glutamic acid (175088-88-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / 15percent aq. citric acid / diethyl ether / Ambient temperature

2: 95 percent / CHCl₃ / 1 h / Heating

3: 86 percent / 2.5 M aq. LiOH / tetrahydrofuran / 1 h / 0 °C

With lithium hydroxide; citric acid; In tetrahydrofuran; diethyl ether; chloroform;

DOI:10.1016/S0957-4166(98)00169-4

upstream raw materials:

ethyl 2-bromomethyl-2-propenoate

Downstream raw materials:

N-tert-butoxycarbonyl-4-methylene-D-glutamic acid