(S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate

Base Information

• Chemical Name: (S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate
• CAS No.: 1446690-33-0
• Molecular Formula: C₄₇H₇₁NO₈
• Molecular Weight: 778.083
• Mol file: 1446690-33-0.mol

Synonyms:(S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate

Chemical Property of (S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate

There total 1 articles about (S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate 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: 79.0%

(S)-methyl 3-(4-(2-bromoethoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoate (1269631-36-8) + ursolic acid (77-52-1) → (S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate (1446690-33-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.2174/157340613804488413

Reference yield: 38.0%

(S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate (1446690-33-0) → (S)-2-{4-[2-(tert-butoxycarbonylamino)-2-carboxyethyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate (1446690-35-2)

Guidance literature:

(S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

With potassium hydrogensulfate; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.2174/157340613804488413

Reference yield:

(S)-2-{4-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate (1446690-33-0) → (S)-2-[4-(2-amino-2-carboxyethyl)phenoxy]ethyl 3β-hydroxyurs-12-en-28-oate trifluoroacetic acid salt (1446690-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; water / tetrahydrofuran; methanol / 20 °C

1.2: 20 °C

2.1: dichloromethane / 2 h / 0 °C

With water; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.2174/157340613804488413

upstream raw materials:

(S)-methyl 3-(4-(2-bromoethoxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoate

ursolic acid

Downstream raw materials:

(S)-2-{4-[2-(tert-butoxycarbonylamino)-2-carboxyethyl]phenoxy}ethyl 3β-hydroxyurs-12-en-28-oate

(S)-2-[4-(2-amino-2-carboxyethyl)phenoxy]ethyl 3β-hydroxyurs-12-en-28-oate trifluoroacetic acid salt