(S)-tert-Butyl 2-(aminomethyl)morpholine-4-carboxylate

Base Information

• Chemical Name: (S)-tert-Butyl 2-(aminomethyl)morpholine-4-carboxylate
• CAS No.: 879403-42-6
• Molecular Formula: C10H20N2O3
• Molecular Weight: 216.279
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80363928
• Nikkaji Number: J3.642.758B
• Wikidata: Q72439709
• Mol file: 879403-42-6.mol

Synonyms:879403-42-6;(S)-tert-Butyl 2-(aminomethyl)morpholine-4-carboxylate;(S)-2-Aminomethyl-4-Boc-morpholine;(S)-N-Boc-2-aminomethylmorpholine;tert-butyl (2S)-2-(aminomethyl)morpholine-4-carboxylate;(S)-4-BOC-2-(AMINOMETHYL)MORPHOLINE;pound S)-N-Boc-2-(aminomethyl)-morpholine;(S)-4-Boc-2-aminomethylmorpholine;MFCD11707017;SCHEMBL554849;(S)-tert-Butyl2-(aminomethyl)morpholine-4-carboxylate;DTXSID80363928;AMY37551;CS-M3378;AKOS015920437;AC-31023;DS-12735;(S)-4-Boc-2-(aminomethyl)morpholine oxalate;J3.642.758B;EN300-5464680;tert-butyl (S)-2-aminomethylmorpholin-4-carboxylate;tert-Butyl=(2S)-2-(aminomethyl)morpholine-4-carboxylate;(S)-2-AMINOMETHYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property of (S)-tert-Butyl 2-(aminomethyl)morpholine-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.000589mmHg at 25°C
• Refractive Index: 1.477
• Boiling Point: 310.7 °C at 760 mmHg
• PKA: 9.37±0.29(Predicted)
• Flash Point: 141.7 °C
• PSA: 64.79000
• Density: 1.078g/cm³
• LogP: 1.21920
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 216.14739250
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

99.3% ^*data from raw suppliers

(S)-tert-Butyl2-(aminomethyl)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)N1CCOC(C1)CN
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCO[C@H](C1)CN

Technology Process of (S)-tert-Butyl 2-(aminomethyl)morpholine-4-carboxylate

There total 7 articles about (S)-tert-Butyl 2-(aminomethyl)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: 91.5%

(S)-tert-butyl 2-((1,3-dioxoisoindolin-2-yl)methyl)morpholine-4-carboxylate (1308849-91-3) → tert-butyl (2S)-2-(aminomethyl)morpholine-4-carboxylate (879403-42-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 80 ℃; for 1h;

Reference yield: 82.0%

tert-butyl (2R)-2-(azidomethyl)morpholine-4-carboxylate (921211-91-8) → tert-butyl (2S)-2-(aminomethyl)morpholine-4-carboxylate (879403-42-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2.5h;

Reference yield:

(R)-2-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester (135065-71-3) → tert-butyl (2S)-2-(aminomethyl)morpholine-4-carboxylate (879403-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / toluene / 3 °C / Inert atmosphere

1.2: 2.5 h / 3 - 15 °C / Inert atmosphere

2.1: tetrabutylammomium bromide / toluene / 4 h / 20 - 108 °C

3.1: ethanolamine / 2-methyltetrahydrofuran / 22 h / 25 - 40 °C / Inert atmosphere

With ethanolamine; triethylamine; tetrabutylammomium bromide; In 2-methyltetrahydrofuran; toluene;

upstream raw materials:

tert-butyl (2R)-2-(azidomethyl)morpholine-4-carboxylate

(R)-2-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester

(R)-tert-butyl 2-(((methylsulfonyl)oxy)methyl)morpholine-4-carboxylate

(S)-tert-butyl 2-((1,3-dioxoisoindolin-2-yl)methyl)morpholine-4-carboxylate

Downstream raw materials:

(S)-tert-butyl 2-((2-(2,6-difluoro-4-(methylcarbamoyl)phenyl)-5-methyl-1H-benzo[d]imidazol-1-yl)methyl)morpholine-4-carboxylate

(S)-methyl 2-((2-(2,6-difluoro-4-(methylcarbamoyl)phenyl)-5-methyl-1H-benzo[d]imidazol-1-yl)methyl)morpholine-4-carboxylate

Refernces

• 1、 -. "HETEROCYCLIC COMPOUND INTERMEDIATE, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF". Paragraph 0917; 0920-0921. . Retrieved 2021/10/07.
• 2、 -. "Solid dispersions containing an apoptosis-inducing agent". Page/Page column 183; 184. . Retrieved 2019/03/15.