Allyloxycarbonyl-L-serine methyl ester

Base Information

• Chemical Name: Allyloxycarbonyl-L-serine methyl ester
• CAS No.: 136194-92-8
• Molecular Formula: C8H13NO5
• Molecular Weight: 203.195
• DSSTox Substance ID: DTXSID20427290
• Nikkaji Number: J1.439.347A
• Wikidata: Q82239977
• Mol file: 136194-92-8.mol

Synonyms:Allyloxycarbonyl-L-serine methyl ester;136194-92-8;methyl (2S)-3-hydroxy-2-(prop-2-enoxycarbonylamino)propanoate;DTXSID20427290;AKOS025294405;N-(Allyloxycarbonyl)serine methyl ester

Chemical Property of Allyloxycarbonyl-L-serine methyl ester

Chemical Property:

• PSA: 84.86000
• LogP: -0.17660
• Storage Temp.: -15°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 203.07937252
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

Aloc-Ser-Ome ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CO)NC(=O)OCC=C
• Isomeric SMILES: COC(=O)[C@H](CO)NC(=O)OCC=C

Technology Process of Allyloxycarbonyl-L-serine methyl ester

There total 3 articles about Allyloxycarbonyl-L-serine methyl ester 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: 83.0%

(S)-2-allyloxycarbonylamino-3-allyloxycarbonyloxypropionic acid methyl ester (1333925-60-2) + 2-propanethiol (75-33-2) → allylisopropyl sulfide (50996-72-0) + carbon dioxide (124-38-9,18923-20-1) + (S)-2-allyloxycarbonylamino-3-hydroxypropionic acid methyl ester (136194-92-8)

Guidance literature:

With [Bu₄N][Fe(CO)3(NO)]; tris(2,4,6-trimethylphenyl)phosphine; In ethanol; at 40 ℃; Inert atmosphere;

DOI:10.1021/ol202270g

Reference yield:

(S)-serine methyl ester (2788-84-3) + allyloxy acid chloride → (S)-2-allyloxycarbonylamino-3-hydroxypropionic acid methyl ester (136194-92-8)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 12h;

Reference yield:

→ (S)-2-allyloxycarbonylamino-3-hydroxypropionic acid methyl ester (136194-92-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 4h; Yield given;

DOI:10.1016/S0040-4039(97)10684-0

upstream raw materials:

(S)-2-allyloxycarbonylamino-3-allyloxycarbonyloxypropionic acid methyl ester

2-propanethiol

(S)-serine methyl ester

Downstream raw materials:

(2S,2'S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionic acid (2'-allyloxycarbonyl-2'-methoxycarbonylethyl) ester

N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-glutamic acid γ-allyl ester-methoxyethyl ester

N-Allyloxycarbonyl-O-(3'-O-acetyl-6-N-phenylacetyl-2'-deoxycytidine-allyl-phosphato)-L-seryl-L-glutamic acid-γ-allyl ester methyl ester

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