Methyl thiomorpholine-3-carboxylate

Base Information

• Chemical Name: Methyl thiomorpholine-3-carboxylate
• CAS No.: 78865-47-1
• Molecular Formula: C6H11NO2S
• Molecular Weight: 161.22200
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70511653
• Nikkaji Number: J2.042.620I
• Mol file: 78865-47-1.mol

Synonyms:methyl thiomorpholine-3-carboxylate;78865-47-1;3-Thiomorpholinecarboxylic acid, methyl ester;Thiomorpholine-3-carboxylic acid methyl ester;SCHEMBL2675696;DTXSID70511653;methyl 3-thiomorpholinecarboxylate;AKOS005362695;CS-0302057;EN300-79647;F70247;A864954

Chemical Property of Methyl thiomorpholine-3-carboxylate

Chemical Property:

• PSA: 63.63000
• LogP: 0.19320
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 161.05104977
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

97% ^*data from raw suppliers

Methyl 3-thiomorpholinecarboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CSCCN1

Technology Process of Methyl thiomorpholine-3-carboxylate

There total 9 articles about Methyl thiomorpholine-3-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: 98.0%

L-cysteine methyl ester hydrochloride (18598-63-5) + diisopropyl(vinyl)sulfonium trifluoromethanesulfonate → methyl (3R)-1,4-thiazane-3-carboxylate (78865-47-1,79161-91-4,104254-25-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 15h;

DOI:10.1002/anie.200800373

Reference yield: 96.0%

L-cysteine methyl ester hydrochloride (18598-63-5) + diphenyl(vinyl)sulfonium trifluoromethanesulfonate → methyl (3R)-1,4-thiazane-3-carboxylate (78865-47-1,79161-91-4,104254-25-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 15h;

DOI:10.1002/anie.200800373

Reference yield: 92.0%

L-cysteine methyl ester hydrochloride (18598-63-5) + (vinylselenonyl)benzene → methyl (3R)-1,4-thiazane-3-carboxylate (78865-47-1,79161-91-4,104254-25-3)

Guidance literature:

L-cysteine methyl ester hydrochloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

(vinylselenonyl)benzene; In dichloromethane; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/chem.201002593

upstream raw materials:

Methyl 2,3-dibromopropionate

2-mercaptoethylamine hydrochloride

2-amino-3-(2-chloro-ethylsulfanyl)-propionic acid methyl ester hydrochloride

1-vinyltetrahydro-1H-thiophenium trifluoromethanesulfonate

Downstream raw materials:

3-phenyl-7-thia-1,3-diazabicyclo<4.3.0>nonane-2,4-dione

3-methoxycarbonyl-4-(N-phenylcarbamoyl)-1,4-tetrahydrothiazine

3-phenyl-3-oxo-7-thia-1,3-diazabicyclo<4.3.0>nonane-2-thione

4-(2-nitrobenzoyl)thiomorpholine-3-carboxylic acid methyl ester

Refernces

• 1、 Gopalakrishnan, Ranganath,Kozany, Christian,Gaali, Steffen,Kress, Christoph,Hoogeland, Bastiaan,Bracher, Andreas,Hausch, Felix. "Evaluation of synthetic FK506 analogues as ligands for the FK506-binding proteins 51 and 52". supporting information; scheme or table. p. 4114 - 4122. Retrieved 2012/06/30.
• 2、 Yar, Muhammad,McGarrigle, Eoghan M.,Aggarwal, Varinder K.. "An annulation reaction for the synthesis of morpholines, thiomorpholines, and piperazines from β-heteroatom amino compounds and vinyl sulfonium salts". . p. 3784 - 3786. Retrieved 2008/12/23.