(S)-N-Boc-Morpholine-3-acetic acid

Base Information

• Chemical Name: (S)-N-Boc-Morpholine-3-acetic acid
• CAS No.: 813433-76-0
• Molecular Formula: C11H21NO4
• Molecular Weight: 231.28900
• Mol file: 813433-76-0.mol

Synonyms:FC0088;BH074;(5S)-N-tert-butoxycarbonyl-5-(2-hydroxyethyl)morpholine;(3S)-3-(2-Hydroxyethyl)-4-morpholinecarboxylic acid tert-butyl ester;(S)-N-Boc-3-(2-hydroxyethyl)morpholine;

Chemical Property of (S)-N-Boc-Morpholine-3-acetic acid

Chemical Property:

• Vapor Pressure: 8.15E-06mmHg at 25°C
• Boiling Point: 335.8oC at 760 mmHg
• Flash Point: 156.9oC
• PSA: 59.00000
• Density: 1.097g/cm3
• LogP: 0.94260
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(S)-tert-Butyl3-(2-hydroxyethyl)morpholine-4-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-N-Boc-Morpholine-3-acetic acid

There total 8 articles about (S)-N-Boc-Morpholine-3-acetic acid 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: 80.0%

(3S)-4-tert-butoxycarbonyl-3-carbethoxymethylmorpholine (761460-04-2) → (5S)-N-tert-butoxycarbonyl-5-(2-hydroxyethyl)morpholine (813433-76-0,1784401-31-5)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; toluene; at 0 ℃; for 1h;

DOI:10.1016/j.tetasy.2004.09.022

Reference yield:

(E)-(4-tert-butoxycarbonylaminoethoxy)-2-butenal (1000806-54-1) → (5R)-N-tert-butoxycarbonyl-5-(2-hydroxyethyl)morpholine (1784401-31-5) + (5S)-N-tert-butoxycarbonyl-5-(2-hydroxyethyl)morpholine (813433-76-0,1784401-31-5)

Guidance literature:

(E)-(4-tert-butoxycarbonylaminoethoxy)-2-butenal; With benzoic acid; In chloroform; at -50 - -30 ℃; for 70h;

With sodium tetrahydroborate; In methanol; chloroform; at 0 ℃; for 0.5h; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ol702447y

Reference yield:

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate (761460-02-0) → (5S)-N-tert-butoxycarbonyl-5-(2-hydroxyethyl)morpholine (813433-76-0,1784401-31-5)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; toluene; at 0 ℃; for 1h;

DOI:10.1055/s-2004-835659

upstream raw materials:

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate

(3S)-4-tert-butoxycarbonyl-3-carbethoxymethylmorpholine

di-tert-butyl dicarbonate

ethyl 2-(morpholin-3-yl)acetate

Refernces

• 1、 -. "Pharmaceutical compositions (by machine translation)". Paragraph 0192; 0193. . Retrieved 2019/01/31.
• 2、 Pousset, Cyrille,Callens, Roland,Marinetti, Angela,Larchevêque, Marc. "An efficient synthesis of chiral cyclic β-amino acids via asymmetric hydrogenation". . p. 2766 - 2770. Retrieved 2007/10/03.