(S)-N-Boc-2-morpholinecarbaldehyde

Base Information

• Chemical Name: (S)-N-Boc-2-morpholinecarbaldehyde
• CAS No.: 847805-31-6
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.249
• Hs Code.: 2934999090
• European Community (EC) Number: 857-983-1
• DSSTox Substance ID: DTXSID60364019
• Wikidata: Q72450109
• Mol file: 847805-31-6.mol

Synonyms:(S)-N-Boc-2-morpholinecarbaldehyde;847805-31-6;(S)-tert-butyl 2-formylmorpholine-4-carboxylate;Tert-butyl (2S)-2-formylmorpholine-4-carboxylate;tert-butyl (S)-2-formylmorpholine-4-carboxylate;(S)-4-Boc-2-morpholinecarbaldehyde;SCHEMBL5302913;(S)-4-Boc-2-formyl-morpholine;DTXSID60364019;XIB80531;MFCD08752315;(S)-4-Boc-morpholine-2-carbaldehyde;AKOS016002176;CS-0131430;(S)-tert-butyl2-formylmorpholine-4-carboxylate;EN300-6289923;1,1-dimethylethyl (2S)-2-formyl-4-morpholinecarboxylate;Z1505713432;(2S)-2-(Formyl)morpholine-4-carboxylic Acid tert-Butyl Ester

Chemical Property of (S)-N-Boc-2-morpholinecarbaldehyde

Chemical Property:

• Vapor Pressure: 0.000655mmHg at 25°C
• Boiling Point: 309.1oC at 760 mmHg
• Flash Point: 140.7oC
• PSA: 55.84000
• Density: 1.18g/cm3
• LogP: 0.75910
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 215.11575802
• Heavy Atom Count: 15
• Complexity: 246

Purity/Quality:

97% ^*data from raw suppliers

(2S)-2-(Formyl)morpholine-4-carboxylicAcidtert-ButylEster ^*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)C=O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCO[C@@H](C1)C=O
• Uses: (2S)-2-(Formyl)morpholine-4-carboxylic Acid tert-Butyl Ester is a zwitterionic chemokine receptors, CCR3 antagonists with selectivity and outstanding pharmacokinetics for potential allergy treatment.

Technology Process of (S)-N-Boc-2-morpholinecarbaldehyde

There total 7 articles about (S)-N-Boc-2-morpholinecarbaldehyde 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: 89.0%

tert-butyl (2S)-2-(hydroxymethyl)morpholine-4-carboxylate (135065-76-8) → (S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester (847805-31-6)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid; sodium hydrogencarbonate; In ethyl acetate; at -5 ℃; for 2h;

DOI:10.1021/ol050059g

Reference yield:

(S)-morpholin-2-ylmethanol (132073-83-7) → (S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester (847805-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH

2: trichloroisocyanuric acid; TEMPO; NaHCO₃

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; trichloroisocyanuric acid; sodium hydrogencarbonate;

DOI:10.1016/j.bmcl.2006.10.018

Reference yield:

(6S)-6-(hydroxymethyl)morpholin-3-one (847805-30-5) → (S)-(+)-2-formylmorpholine-4-carboxylic acid tert-butyl ester (847805-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1: red-Al / tetrahydrofuran

2: NaOH

3: trichloroisocyanuric acid; TEMPO; NaHCO₃

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; trichloroisocyanuric acid; sodium hydrogencarbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2006.10.018

upstream raw materials:

tert-butyl (2S)-2-(hydroxymethyl)morpholine-4-carboxylate

di-tert-butyl dicarbonate

(S)-morpholin-2-ylmethanol

(6S)-6-(hydroxymethyl)morpholin-3-one

Downstream raw materials:

(+)-(2S,3S)-2-[α-(2-ethoxyphenoxy)phenylmethyl]morpholine-4-carboxylic acid tert-butyl ester

(S,S)-reboxetine

(+)-(2S,3R)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester

(+)-(2S,3S)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester