(2R,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide

Base Information

• Chemical Name: (2R,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide
• CAS No.: 1099828-12-2
• Molecular Formula: C₂₃H₃₀N₂O₇S
• Molecular Weight: 478.566
• Mol file: 1099828-12-2.mol

Synonyms:(2R,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide

Chemical Property of (2R,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide

There total 1 articles about (2R,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide 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: 16.0%

(R)-(-)-epichlorohydrin (51594-55-9,24969-06-0,13403-37-7) + 2-hydroxy-N-(4-methoxybenzyl)-3-(4-methoxybenzylamino)propionamide (1099828-11-1) + methanesulfonyl chloride (124-63-0) → (2R,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide (1099828-12-2) + (2S,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide (1099828-13-3)

Guidance literature:

(R)-(-)-epichlorohydrin; 2-hydroxy-N-(4-methoxybenzyl)-3-(4-methoxybenzylamino)propionamide; With lithium perchlorate; In toluene; at 70 ℃; for 26h; Inert atmosphere;

With potassium tert-butylate; In toluene; tert-butyl alcohol; at 20 ℃; for 18h; Inert atmosphere;

methanesulfonyl chloride; With triethylamine; In toluene; tert-butyl alcohol; at 0 - 20 ℃; optical yield given as %de; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo802409x

Reference yield: 99.0%

(2R,6S)-6-(methanesulfonyloxymethyl)-4-(4-methoxybenzyl)morpholine-2-carboxylic acid 4-methoxybenzylamide (1099828-12-2) → (1R,5S)-3,7-bis(4-methoxybenzyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonan-2-one (1099828-14-4)

Guidance literature:

With potassium tert-butylate; In toluene; tert-butyl alcohol; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jo802409x

upstream raw materials:

(R)-(-)-epichlorohydrin

2-hydroxy-N-(4-methoxybenzyl)-3-(4-methoxybenzylamino)propionamide

methanesulfonyl chloride

Downstream raw materials:

(1R,5S)-3,7-bis(4-methoxybenzyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonan-2-one