3-FORMYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: 3-FORMYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER
• CAS No.: 833474-06-9
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.249
• Hs Code.: 2934999090
• Mol file: 833474-06-9.mol

Synonyms:tert-Butyl 3-(formyl)morpholine-4-carboxylate;4-Morpholinecarboxylicacid, 3-formyl-,1,1-dimethylethyl ester;

Chemical Property of 3-FORMYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.516
• Boiling Point: 308.977 °C at 760 mmHg
• Flash Point: 140.665 °C
• PSA: 55.84000
• Density: 1.181 g/cm³
• LogP: 0.75910
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

tert-butyl3-formylmorpholine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-FORMYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER

There total 6 articles about 3-FORMYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL 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: 84.0%

tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate (473923-56-7) → tert-butyl 3-formylmorpholine-4-carboxylate (833474-06-9,1257850-86-4)

Guidance literature:

tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 2.25h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.5h;

Reference yield: 62.0%

4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid (212650-43-6) → tert-butyl 3-formylmorpholine-4-carboxylate (833474-06-9,1257850-86-4)

Guidance literature:

4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid; With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;

With water; sodium sulfate; In toluene; at 80 ℃; for 0.666667h;

Reference yield:

(RS)-4-benzyl-5-oxomorpholine-3-carboxylic acid (106910-79-6) → tert-butyl 3-formylmorpholine-4-carboxylate (833474-06-9,1257850-86-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dimethylsulfide borane complex; triethylamine / tetrahydrofuran / 16 h / 0 °C / Heating / reflux

2.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h / 2585.81 Torr

3.1: triethylamine / dichloromethane / 16 h / 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2.25 h / -78 °C

4.2: 1.5 h / -78 - 20 °C

With oxalyl dichloride; dimethylsulfide borane complex; hydrogen; dimethyl sulfoxide; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid

tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate

di-tert-butyl dicarbonate

(RS)-4-benzyl-5-oxomorpholine-3-carboxylic acid

Downstream raw materials:

tert-butyl 3-((1S,2S)-2-(3,5-difluorobenzyl)-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-1-hydroxy-3-oxopropyl)morpholine-4-carboxylate

3-(4-(tert-butoxycarbonyl)morpholin-3-yl)propanoic acid

tert-butyl 3-((1S,2S)-2-(3,5-difluorobenzyl)-3-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-hydroxy-3-oxopropyl)morpholine-4-carboxylate