Cas no 82911-71-5 ((9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate)

(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate (Fmoc-Bt carbonate) is a reagent widely used in peptide synthesis for the introduction of the Fmoc (9-fluorenylmethoxycarbonyl) protecting group. Its key advantages include high reactivity with amines, enabling efficient Fmoc protection under mild conditions. The benzotriazole leaving group enhances acylation rates while minimizing racemization risks, making it particularly valuable for sensitive applications. This compound is stable under standard handling conditions and offers improved solubility in common organic solvents compared to alternative Fmoc reagents. Its reliability in solid-phase peptide synthesis (SPPS) has established it as a preferred choice for stepwise amide bond formation and N-terminal protection in complex peptide assemblies.
(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate structure
82911-71-5 structure
Product Name:(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate
CAS No:82911-71-5
MF:C21H15N3O3
MW:357.362104654312
MDL:MFCD00074939
CID:708632
PubChem ID:172089026
Update Time:2025-10-28

(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate Chemical and Physical Properties

Names and Identifiers

    • (9H-Fluoren-9-yl)methyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate
    • 1-[(9H-Fluoren-9-ylmethoxy)carbonyloxy]benzotriazole
    • (9H-Fluoren-9-yl)methyl 1H-benzo-[d][1,2,3]triazol-1-yl carbonate
    • 1H-Benzotriazol-1-yl 9-fluorenylmethyl carbonate
    • 9-Fluorenylmethyl 1-benzotriazolyl carbonate
    • benzotriazol-1-yl 9H-fluoren-9-ylmethyl carbonate
    • Carbonic acid,1H-benzotriazol-1-yl 9H-fluoren-9-ylmethyl ester
    • Fmoc-OBt
    • Carbonic Acid 1-Benzotriazolyl 9-Fluorenylmethyl Ester
    • 1-(Fmoc-oxy)benzotriazole
    • 1H-Benzotriazol-1-yl 9H-fluoren-9-ylmethyl carbonate (ACI)
    • 1H-Benzotriazole, 1-[[(9H-fluoren-9-ylmethoxy)carbonyl]oxy]- (9CI)
    • 1-[(9-Fluorenylmethoxycarbonyl)oxy]benzotriazole
    • J-519508
    • 82911-71-5
    • SCHEMBL6286829
    • AS-11482
    • 1-(Fmoc-oxy)-1H-benzotriazole
    • DTXSID40412224
    • CS-W006440
    • MFCD00074939
    • 1,2,3-BENZOTRIAZOL-1-YL 9H-FLUOREN-9-YLMETHYL CARBONATE
    • SY038114
    • C21H15N3O3
    • AKOS015915404
    • F0871
    • 9-Fluorenylmethyl 1-benzotriazolyl carbonate, 98%
    • 1-Benzotriazolyl (9-Fluorenyl)methyl Carbonate
    • C93513
    • KNSPZTVPSAKHBN-UHFFFAOYSA-N
    • (9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate
    • MDL： MFCD00074939
    • Inchi： 1S/C21H15N3O3/c25-21(27-24-20-12-6-5-11-19(20)22-23-24)26-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18/h1-12,18H,13H2
    • InChI Key： KNSPZTVPSAKHBN-UHFFFAOYSA-N
    • SMILES： O=C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)ON1C2C(=CC=CC=2)N=N1

Computed Properties

  • Exact Mass: 357.11100
  • Monoisotopic Mass: 357.11134135g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 5
  • Complexity: 523
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 4.8
  • Topological Polar Surface Area: 66.2?2

Experimental Properties

  • Color/Form: solid
  • Melting Point: 178?°C (dec.) (lit.)
  • Boiling Point: 536.1℃ at 760 mmHg
  • PSA: 66.24000
  • LogP: 3.80900
  • Solubility: Not determined

(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate Security Information

  • Symbol: GHS07
  • Signal Word：Warning
  • Hazard Statement： H315-H319-H335
  • Warning Statement： P261-P305+P351+P338
  • Hazardous Material transportation number：NONH for all modes of transport
  • WGK Germany：3
  • Hazard Category Code： 36/37/38
  • Safety Instruction： S26; S36
  • FLUKA BRAND F CODES：10-21
  • Hazardous Material Identification： Xi
  • Risk Phrases：R36/37/38
  • Storage Condition：0-10°C

(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate Customs Data

  • HS CODE：2933990090
  • Customs Data：

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate Production Method

Production Method 1

Reaction Conditions
Reference
9-Fluorenylmethyl 1-benzotriazolyl carbonate(3-oxy-benzotriazolinium-1-carboxylic acid 9H-fluoren-9-ylmethyl ester)
Wardrop, Duncan J.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2003, 1, 1-2

Production Method 2

Reaction Conditions
1.1 Reagents: Pyridine
Reference
1-Hydroxybenzotriazole, polystyrene-supported
Najera, Carmen; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2013, 1, 1-4

Production Method 3

Reaction Conditions
1.1 Reagents: Aluminum chloride ;  90 °C
1.2 Reagents: Hydrazine hydrate (1:1) ;  100 °C
1.3 Reagents: Hydrochloric acid
1.4 neutralized
2.1 Reagents: Pyridine
Reference
1-Hydroxybenzotriazole, polystyrene-supported
Najera, Carmen; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2013, 1, 1-4

(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate Raw materials

(9H-Fluoren-9-yl)methyl 1H-Benzod1,2,3triazol-1-yl Carbonate Preparation Products

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