(S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester

Base Information

• Chemical Name: (S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester
• CAS No.: 252875-70-0
• Molecular Formula: C₂₀H₂₆N₂O₃
• Molecular Weight: 342.438
• Mol file: 252875-70-0.mol

Synonyms:(S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester

Chemical Property of (S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester

There total 1 articles about (S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic 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: 65.0%

4-methoxy-benzylamine (2393-23-9) + (S)-3-Benzyl-2,2-dioxo-2λ6-[1,2,3]oxathiazolidine-4-carboxylic acid ethyl ester (211292-18-1) → (S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester (252875-70-0)

Guidance literature:

4-methoxy-benzylamine; (S)-3-Benzyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazolidine-4-carboxylic acid ethyl ester; In acetonitrile; at 20 ℃; for 7h;

With 1-thiopropane; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(99)01545-2

Reference yield: 50.0%

(S)-3-Benzyl-2,2-dioxo-2λ6-[1,2,3]oxathiazolidine-4-carboxylic acid ethyl ester (211292-18-1) + (S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester (252875-70-0) → (S)-2-Benzylamino-3-[((S)-2-benzylamino-2-ethoxycarbonyl-ethyl)-(4-methoxy-benzyl)-amino]-propionic acid ethyl ester (252875-72-2)

Guidance literature:

(S)-3-Benzyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazolidine-4-carboxylic acid ethyl ester; (S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester; In acetonitrile; at 60 ℃;

With 1-thiopropane; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(99)01545-2

Reference yield:

(S)-2-Benzylamino-3-(4-methoxy-benzylamino)-propionic acid ethyl ester (252875-70-0) → (2S,6S,11S,15S)-1,7,10,16-Tetrabenzyl-4,13-bis-(4-methoxy-benzyl)-1,4,7,10,13,16-hexaaza-cyclooctadecane-2,6,11,15-tetracarboxylic acid tetraethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile / 60 °C

1.2: 50 percent / BF₃OEt₂; n-PrSH / CH₂Cl₂ / 20 °C

2.1: DIEA / CH₂Cl₂ / 48 h / 20 °C

With N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; 1.1: Ring cleavage / 1.2: desulfonation / 2.1: Cyclization;

DOI:10.1016/S0040-4039(99)01545-2

upstream raw materials:

4-methoxy-benzylamine

(S)-3-Benzyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazolidine-4-carboxylic acid ethyl ester

Downstream raw materials:

(S)-2-Benzylamino-3-[((S)-2-benzylamino-2-ethoxycarbonyl-ethyl)-(4-methoxy-benzyl)-amino]-propionic acid ethyl ester