(S)-morpholin-2-ylmethanol

Base Information

• Chemical Name: (S)-morpholin-2-ylmethanol
• CAS No.: 132073-83-7
• Molecular Formula: C5H11NO2
• Molecular Weight: 117.148
• European Community (EC) Number: 874-129-3
• DSSTox Substance ID: DTXSID60363724
• Mol file: 132073-83-7.mol

Synonyms:(S)-morpholin-2-ylmethanol;132073-83-7;[(2S)-morpholin-2-yl]methanol;(S)-2-Hydroxymethylmorpholine;(S)-morpholin-2-yl-methanol;2-Morpholinemethanol, (S)-;(2S)-morpholin-2-ylmethanol;MFCD09260718;(S)-morpholin-2-ylmethanol HCL;(2S)-2-Morpholinemethanol;SCHEMBL554471;DTXSID60363724;(2S)-Morpholin-2-ylmethanol;(S)-1-Morpholin-2-ylmethanol;(S)-Morpholin-2-ylmethanol;(S)-Morpholine-2-methanol;AMY21380;AKOS015856152;AS-48113;EN300-175488;F18491

Chemical Property of (S)-morpholin-2-ylmethanol

Chemical Property:

• PSA: 41.49000
• LogP: -0.70410
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 117.078978594
• Heavy Atom Count: 8
• Complexity: 67.4

Purity/Quality:

99% ^*data from raw suppliers

5-Methoxybenzo[b]thiophene-3-aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(CN1)CO
• Isomeric SMILES: C1CO[C@@H](CN1)CO

Technology Process of (S)-morpholin-2-ylmethanol

There total 10 articles about (S)-morpholin-2-ylmethanol 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: 99.0%

(S)-4-Benzyl-2-(hydroxymethyl)morpholine (132073-82-6,943442-96-4) → (S)-morpholin-2-ylmethanol (132073-83-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 12h;

DOI:10.1016/j.bmcl.2014.08.067

Reference yield: 85.0%

(6S)-6-(hydroxymethyl)morpholin-3-one (847805-30-5) → (S)-morpholin-2-ylmethanol (132073-83-7)

Guidance literature:

With sodium dihydro-bis-(2-methoxyethoxy)aluminate; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1021/ol050059g

Reference yield: 22.0%

(2S)-4-(phenylmethyl)-2-{[(phenylmethyl)oxy]methyl}morpholine (205242-66-6) → (S)-morpholin-2-ylmethanol (132073-83-7)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; at 55 - 60 ℃; for 4h; under 760 Torr;

DOI:10.1021/jm970806i

upstream raw materials:

(S)-4-Benzyl-2-(hydroxymethyl)morpholine

(2S)-4-(phenylmethyl)-2-{[(phenylmethyl)oxy]methyl}morpholine

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

(-)-2-chloro-N-((S)-2,3-dihydroxypropyl)acetamide

Downstream raw materials:

(+)-(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

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

(S)-2-((tert-butyldiphenylsilyloxy)methyl)morpholine

Refernces

• 1、 Willmann, Michael,Ermert, Johannes,Prante, Olaf,Hübner, Harald,Gmeiner, Peter,Neumaier, Bernd. "Radiosynthesis and evaluation of 18F-labeled dopamine D4-receptor ligands". . p. 43 - 52. Retrieved 2020/08/03.
• 2、 Kim, Eun-Young,Kang, Seung-Tae,Jung, Heejung,Park, Chi Hoon,Yun, Chang-Soo,Hwang, Jong Yeon,Byun, Byung Jin,Lee, Chong Ock,Kim, Hyoung Rae,Ha, Jae Du,Ryu, Do Hyun,Cho, Sung Yun. "Discovery of substituted pyrazol-4-yl pyridazinone derivatives as novel c-Met kinase inhibitors". . p. 453 - 464. Retrieved 2016/04/26.