3-Thiomorpholinecarboxylic acid, 5-methyl-, 1-oxide, (1S,3R,5S)-

Base Information

• Chemical Name: 3-Thiomorpholinecarboxylic acid, 5-methyl-, 1-oxide, (1S,3R,5S)-
• CAS No.: 455-41-4
• Deprecated CAS: 23652-75-7
• Molecular Formula: C₆H₁₁NO₃S
• Molecular Weight: 177.224
• UNII: WP7066JG47
• Wikidata: Q27292767
• Mol file: 455-41-4.mol

Synonyms:3-methyl-1,4-thiazane-5-carboxylic acid-1-oxide;cycloalliin;cycloallin

Chemical Property of 3-Thiomorpholinecarboxylic acid, 5-methyl-, 1-oxide, (1S,3R,5S)-

Chemical Property:

• Vapor Pressure: 7.72E-10mmHg at 25°C
• Boiling Point: 462.6°Cat760mmHg
• PKA: 1.75±0.40(Predicted)
• Flash Point: 233.5°C
• PSA: 85.61000
• Density: 1.43g/cm³
• LogP: 0.37450
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 177.04596439
• Heavy Atom Count: 11
• Complexity: 194

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CS(=O)CC(N1)C(=O)O
• Isomeric SMILES: C[C@H]1C[S@](=O)C[C@H](N1)C(=O)O

Technology Process of 3-Thiomorpholinecarboxylic acid, 5-methyl-, 1-oxide, (1S,3R,5S)-

There total 12 articles about 3-Thiomorpholinecarboxylic acid, 5-methyl-, 1-oxide, (1S,3R,5S)- 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: 55.0%

(3R,5R)-5-methyl-1,4-thiazane-3-carboxylic acid (7690-54-2,15042-99-6,67424-44-6) → (3R,5R)-5-methyl-1,4-thiazene-3-carboxylic acid 1-oxide (455-41-4,7762-85-8,15042-85-0,23652-72-4)

Guidance literature:

With sodium periodate; In water;

DOI:10.1248/cpb.29.1554

Reference yield:

(S)-4-Amino-4-{(R)-1-carboxy-2-[((E)-prop-1-ene)-1-sulfinyl]-ethylcarbamoyl}-butyric acid → Pyroglutamic acid (149-87-1) + cycloalliin (455-41-4,7762-85-8,15042-85-0,23652-72-4)

Guidance literature:

With pH 3; at 98 ℃; Product distribution; Rate constant; degradation, pH dependence;

DOI:10.1271/bbb.58.108

Reference yield:

(R)-2-Amino-3-(2-oxo-propylsulfanyl)-propionic acid methyl ester → (3R,5R)-5-methyl-1,4-thiazene-3-carboxylic acid 1-oxide (455-41-4,7762-85-8,15042-85-0,23652-72-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 30 percent HCl(MeOH) / 1 h / 0 - 5 °C

2: NaBH₄ / methanol / 0.5 h / 0 - 5 °C

3: 82 percent / NaOH / H₂O; methanol / 5 h / Ambient temperature

4: 55 percent / NaIO₄*3H₂O / H₂O

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; sodium periodate; In methanol; water;

DOI:10.1248/cpb.29.1554

upstream raw materials:

(3R,5S)-5-methyl-1,4-thiazane-3-carboxylic acid

(R)-3-[(E)-prop-1-enylsulfinyl]-2-aminopropanoic acid

(3R,5S)-5-Methyl-thiomorpholine-3-carboxylic acid; hydrochloride

(R)-5-Methyl-3,6-dihydro-2H-[1,4]thiazine-3-carboxylic acid methyl ester