Tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate
• CAS No.: 473923-56-7
• Molecular Formula: C10H19NO4
• Molecular Weight: 217.265
• Hs Code.: 2934999090
• European Community (EC) Number: 872-168-0
• DSSTox Substance ID: DTXSID50407883
• Mol file: 473923-56-7.mol

Synonyms:473923-56-7;Tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate;4-Boc-(3-Hydroxymethyl)morpholine;N-BOC-3-(HYDROXYMETHYL)MORPHOLINE;MFCD04038649;(S)-N-BOC-3-(hydroxymethyl)morpholine;MFCD06799477;MFCD06799478;4-Boc-3-hydroxymethyl-morpholine;(R)-4-Boc-3-(hydroxymethyl)morpholine;4-MORPHOLINECARBOXYLIC ACID, 3-(HYDROXYMETHYL)-, 1,1-DIMETHYLETHYL ESTER;SCHEMBL305110;DTXSID50407883;AIQSXVGBMCJQAG-UHFFFAOYSA-N;4-Boc-3-(hydroxymethyl)morpholine;AMY20590;3-Phenylcyclobutanamine hydrochloride;2-Methyl-3-methoxyanilinehydrochloride;AKOS015916426;AB17136;CS-W018561;MB04235;SB12691;DS-11384;SY018267;SY018508;SY040917;A7262;FT-0651723;FT-0653370;FT-0659321;EN300-296283;J-524495;tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate;3-HYDROXYMETHYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate

Chemical Property of Tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.53E-05mmHg at 25°C
• Boiling Point: 320.7oC at 760 mmHg
• PKA: 14.85±0.10(Predicted)
• Flash Point: 147.8oC
• PSA: 65.07000
• Density: 1.118g/cm3
• LogP: 1.90190
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 217.13140809
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl3-(Hydroxymethyl)morpholine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCOCC1CO

Technology Process of Tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate

There total 9 articles about Tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate 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: 100.0%

morpholine-3,4-dicarboxylic acid 4-tert-butyl ester (1269446-63-0) → tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate (473923-56-7)

Guidance literature:

morpholine-3,4-dicarboxylic acid 4-tert-butyl ester; With borane; In tetrahydrofuran; at -10 - 20 ℃;

With water; sodium carbonate; In tetrahydrofuran; at -5 - 20 ℃; for 0.5h;

Reference yield: 82.0%

morpholine-3,4-dicarboxylic acid 4-tert-butyl ester 3-methyl ester (212650-45-8,885321-46-0) → tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate (473923-56-7)

Guidance literature:

methyl N-Boc-morpholine-3-carboxylate; With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃;

With hydrogenchloride; water; In tetrahydrofuran;

Reference yield: 81.0%

4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid (212650-43-6) → tert-Butyl 3-(hydroxymethyl)-4-morpholinecarboxylate (473923-56-7)

Guidance literature:

4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid; With chloroformic acid ethyl ester; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃; for 0.25h;

With methanol; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

upstream raw materials:

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

morpholine-3-carboxylic acid

di-tert-butyl dicarbonate

(rac)-3-hydroxymethylmorpholine

Downstream raw materials:

tert-butyl 3-formylmorpholine-4-carboxylate

4-methyl-3-(hydroxymethyl)morpholine

3-[4-(4-fluorophenyl)-piperazine-1-carbonyloxymethyl]-morpholine-4-carboxylic acid tert-butyl ester

3-[4-(2,4-difluoro-phenyl)-piperazine-1-carbonyloxymethyl]-morpholine-4-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "TETRAAZA-CYCLOPENTA[A]INDENYL AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS". Page/Page column 130; 131. . Retrieved 2013/07/05.
• 2、 -. "PIPERAZINES AS ANTI-OBESITY AGENTS". Page/Page column 29. . Retrieved 2009/07/17.