4-Morpholinecarboxylic acid, 2-[(R)-hydroxyphenylmethyl]-, 1,1-dimethylethyl ester, (2S)-

Base Information

• Chemical Name: 4-Morpholinecarboxylic acid, 2-[(R)-hydroxyphenylmethyl]-, 1,1-dimethylethyl ester, (2S)-
• CAS No.: 847805-33-8
• Molecular Formula: C16H23NO4
• Molecular Weight: 293.363
• Mol file: 847805-33-8.mol

Synonyms:(S)-N-tert-butoxycarbonyl-2-((R)-hydroxy(phenyl)methyl)morpholine;tert-butyl (2S)-[(2R)-[hydroxy(phenyl)methyl]]morpholine-4-carboxylate;(2S)-2-[(R)-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester;(S)-2-((R)-Hydroxy-phenyl-methyl)-morpholine-4-carboxylic acid tert-butyl ester;(2S,3R)-N-Boc-2-[α-hydroxy(phenyl)methyl]morpholine;(2S,3R)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid tert-butyl ester;

Chemical Property of 4-Morpholinecarboxylic acid, 2-[(R)-hydroxyphenylmethyl]-, 1,1-dimethylethyl ester, (2S)-

Chemical Property:

• Melting Point: 141-142 °C
• Boiling Point: 422.2±35.0 °C(Predicted)
• PSA: 59.00000
• Density: 1.162±0.06 g/cm3(Predicted)
• LogP: 2.29380

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Morpholinecarboxylic acid, 2-[(R)-hydroxyphenylmethyl]-, 1,1-dimethylethyl ester, (2S)-

There total 22 articles about 4-Morpholinecarboxylic acid, 2-[(R)-hydroxyphenylmethyl]-, 1,1-dimethylethyl ester, (2S)- 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: 94.0%

C11H15NO2 (913642-41-8) + di-tert-butyl dicarbonate (24424-99-5) → (+)-(2S,3R)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester (847805-33-8)

Guidance literature:

In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo701554h

Reference yield: 60.0%

bromobenzene (108-86-1,52753-63-6) + (S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester (847805-31-6) → (+)-(2S,3R)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester (847805-33-8) + (+)-(2S,3S)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester (847805-32-7)

Guidance literature:

bromobenzene; With iodine; magnesium; In tetrahydrofuran; at 20 ℃; for 1h;

(S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester; With zinc dibromide; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1021/ol050059g

Reference yield: 19.0%

(S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester (847805-31-6) → (+)-(2S,3R)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester (847805-33-8) + (+)-(2S,3S)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester (847805-32-7)

Guidance literature:

bromobenzene; With magnesium; iodine; In tetrahydrofuran; at 20 ℃; for 1.75h;

With zinc dibromide; In tetrahydrofuran; at -10 - 20 ℃; for 0.333333h;

(S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester; With ammonium chloride; more than 3 stages;

upstream raw materials:

bromobenzene

(S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

(S)-morpholin-2-ylmethanol

Downstream raw materials:

(S)-N-tert-butoxycarbonyl-2-[(S)-α-(2-(3-methoxy-3-oxopropylsulfanyl)phenoxy)benzyl]morpholine

(S)-N-tert-butoxycarbonyl-2-[(S)-α-(2-(methylsulfanyl)phenoxy)benzyl]morpholine

(S)-N-tert-butoxycarbonyl-2-[(S)-α-(2-(carbomethoxy)phenoxy)benzyl]morpholine

C₂₂H₂₆FNO₄