1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}azetidine-2-carboxylate

Base Information

• Chemical Name: 1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}azetidine-2-carboxylate
• CAS No.: 136552-06-2
• Molecular Formula: C19H16NO4-
• Molecular Weight: 323.348
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90929473
• Mol file: 136552-06-2.mol

Synonyms:DTXSID90929473;1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}azetidine-2-carboxylate

Chemical Property of 1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}azetidine-2-carboxylate

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 1.24E-12mmHg at 25°C
• Melting Point: 135 °C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 543.3°Cat760mmHg
• PKA: 3.95±0.20(Predicted)
• Flash Point: 282.3°C
• PSA: 66.84000
• Density: g/cm³
• LogP: 3.03230
• Storage Temp.: Store at -15°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 322.10793299
• Heavy Atom Count: 24
• Complexity: 480

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-L-azetidine-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(C1C(=O)[O-])C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1CN([C@@H]1C(=O)[O-])C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of 1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}azetidine-2-carboxylate

There total 2 articles about 1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}azetidine-2-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:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (2S)-azetidine-2-carboxylic acid (2133-34-8,20063-89-2) → N-(N-(9-fluorenyl)methoxycarbonyl)-L-azetidine-2-carboxylic acid (136552-06-2,374791-02-3)

Guidance literature:

In 1,4-dioxane; sodium carbonate;

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + sodium carbonate (497-19-8) + (2S)-azetidine-2-carboxylic acid (2133-34-8,20063-89-2) → N-(N-(9-fluorenyl)methoxycarbonyl)-L-azetidine-2-carboxylic acid (136552-06-2,374791-02-3)

Guidance literature:

In 1,4-dioxane;

Reference yield:

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + acetic anhydride (108-24-7) + N-(9-fluorenylmethoxycarbonyl)-D-valine (84624-17-9) + (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-nitrophenyl)propionic acid (177966-63-1) + N-(N-(9-fluorenyl)methoxycarbonyl)-L-azetidine-2-carboxylic acid (136552-06-2,374791-02-3) → DT1058-143-4 (1233962-36-1)

Guidance literature:

N-(fluoren-9-ylmethoxycarbonyl)glycine; With 1-methyl-1H-imidazole; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In dichloromethane; solid phase reaction;

With piperidine; In N,N-dimethyl-formamide; solid phase reaction;

acetic anhydride; N-(9-fluorenylmethoxycarbonyl)-D-valine; (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-nitrophenyl)propionic acid; N-(N-(9-fluorenyl)methoxycarbonyl)-L-azetidine-2-carboxylic acid; Further stages;

DOI:10.1002/anie.200906563

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(2S)-azetidine-2-carboxylic acid

sodium carbonate

Downstream raw materials:

1-(N (fluorenylmethoxycarbonyl)-azetidin-2S-yl-carbonylaminomethyl)-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzene

1-(9H-Fluoren-9-ylmethyl) hydrogen 1,2-piperidine dicarboxylate

C₆₀H₆₁FN₄O₁₀Si

DT₁₀₅₈-143-4