Diazoacetate(ester) L-serine

Base Information

• Chemical Name: Diazoacetate(ester) L-serine
• CAS No.: 115-02-6
• Molecular Formula: C5H7 N3 O4
• Molecular Weight: 173.128
• Hs Code.: 2927000090
• NSC Number: 742
• DSSTox Substance ID: DTXSID50859207
• Mol file: 115-02-6.mol

Synonyms:WLN: QVYZ1OV1UNN;Neuro_000001;Serine, diazoacetate(ester);Diazoacetate(ester) L-serine;L-Diazoacetate(ester) serine;Acetic acid, ester with serine;DTXSID50859207;C.I. 337;O-[(Diazen-1-ium-1-ylidene)acetyl]serine

Chemical Property of Diazoacetate(ester) L-serine

Chemical Property:

• Melting Point: 146-162° (dec)
• Refractive Index: 1.6190 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 8.55(at 25℃)
• Flash Point: °C
• PSA: 127.01000
• Density: g/cm³
• LogP: -0.97654
• Storage Temp.: 2-8°C
• Solubility.: H2O: 50 mg/mL, clear, yellow
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 174.05148074
• Heavy Atom Count: 12
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

Azaserine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-40
• Safety Statements: 53-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C(=O)O)N)OC(=O)C=[N+]=N
• Uses: antineoplastic, amino acid antagonist Reagent used to induce pancreatic cancer in experimental animal models.
• Therapeutic Function: Antineoplastic, Antifungal

Technology Process of Diazoacetate(ester) L-serine

There total 6 articles about Diazoacetate(ester) L-serine 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:

→ azaserine (115-02-6)

Guidance literature:

With silver(I) nitrite; water;

DOI:10.1021/ja01640a008

Reference yield:

(S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester (67815-10-5) → azaserine (115-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C

2: (i) LiNO₂, ClCH₂CO₂H, (ii) (enzymatic deacetylation)

With hydrogen; palladium on activated charcoal;

DOI:10.1021/jo00418a033

Reference yield:

(S)-3-(2-Amino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid (67815-11-6) → azaserine (115-02-6)

Guidance literature:

Multistep reaction; (i) LiNO₂, ClCH₂CO₂H, (ii) (enzymatic deacetylation);

DOI:10.1021/jo00418a033

upstream raw materials:

(S)-3-(2-Amino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

(S)-3-(2-Benzyloxycarbonylamino-acetoxy)-2-(2,2,2-trifluoro-acetylamino)-propionic acid benzyl ester

Downstream raw materials:

O-glycoloyl-L-serine

Refernces