(9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate

Base Information

• Chemical Name: (9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate
• CAS No.: 82911-71-5
• Molecular Formula: C21H15 N3 O3
• Molecular Weight: 357.368
• Hs Code.: 29339900
• European Community (EC) Number: 620-711-5
• DSSTox Substance ID: DTXSID40412224
• Wikidata: Q72478808
• Mol file: 82911-71-5.mol

Synonyms:82911-71-5;Fmoc-OBt;(9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate;9-Fluorenylmethyl 1-benzotriazolyl carbonate;Benzotriazol-1-yl 9H-fluoren-9-ylmethyl Carbonate;MFCD00074939;1-Benzotriazolyl (9-Fluorenyl)methyl Carbonate;C21H15N3O3;1-(Fmoc-oxy)benzotriazole;SCHEMBL6286829;1-(Fmoc-oxy)-1H-benzotriazole;DTXSID40412224;KNSPZTVPSAKHBN-UHFFFAOYSA-N;(9H-Fluoren-9-yl)methyl 1H-benzo-[d][1,2,3]triazol-1-yl carbonate;AKOS015915404;2,4,6-Trichlorophenylchlorothioformate;CS-W006440;AS-11482;SY038114;F0871;FT-0744936;C93513;9-Fluorenylmethyl 1-benzotriazolyl carbonate, 98%;J-519508;1-[(9H-Fluoren-9-ylmethoxy)carbonyloxy]benzotriazole;Carbonic Acid 1-Benzotriazolyl 9-Fluorenylmethyl Ester;Fmoc-OBT Benzotriazol-1-YL 9-Fluorenylmethyl Carbonate

Chemical Property of (9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate

Chemical Property:

• Vapor Pressure: 1.45E-11mmHg at 25°C
• Melting Point: 178 °C (dec.)(lit.)
• Refractive Index: 1.703
• Boiling Point: 536.1°C at 760 mmHg
• Flash Point: 278°C
• PSA: 66.24000
• Density: 1.38g/cm³
• LogP: 3.80900
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 357.11134135
• Heavy Atom Count: 27
• Complexity: 523

Purity/Quality:

97% ^*data from raw suppliers

9-Fluorenylmethyl 1-benzotriazolyl carbonate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)ON4C5=CC=CC=C5N=N4
• Uses: 9-Fluorenylmethyl 1-benzotriazolyl carbonate can be used as a protecting agent in the synthesis of:An O-phosphotyrosine analog applicable in the peptide synthesis.Complex glycopeptides.

Technology Process of (9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate

There total 4 articles about (9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate 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%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + Dicyclohexyl-amine; compound with benzotriazol-1-ol (82911-74-8) → Fmoc-OBT (82911-71-5)

Guidance literature:

In dichloromethane;

DOI:10.1139/v82-146

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + benzotriazol-1-ol (2592-95-2) → Fmoc-OBT (82911-71-5)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2009.02.125

Reference yield:

benzotriazol-1-ol (2592-95-2) → Fmoc-OBT (82911-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / ethyl acetate

2: 83 percent / CH₂Cl₂

In dichloromethane; ethyl acetate;

DOI:10.1139/v82-146

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

Dicyclohexyl-amine; compound with benzotriazol-1-ol

benzotriazol-1-ol

N-cyclohexyl-cyclohexanamine

Downstream raw materials:

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

4-<(di-tert-butylphosphono)hydroxymethyl>-N-(fluoren-9-ylmethoxycarbonyl)-D,L-phenylalanine

4-<(di-tert-butylphosphono)fluoromethyl>-N-(fluoren-9-ylmethoxycarbonyl)-D,L-phenylalanine

(S)-2-[(Z)-(1R,2R)-2-Acetoxy-4-acetylamino-1-(4-methoxy-benzyloxy)-4-methoxycarbonyl-but-3-enyl]-aziridine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester