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Merck
CN

331538

9-Fluorenylmethyl 1-benzotriazolyl carbonate

98%

Synonym(s):

Benzotriazol-1-yl 9-fluorenylmethyl carbonate, Fmoc-OBt

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About This Item

Empirical Formula (Hill Notation):
C21H15N3O3
CAS Number:
82911-71-5
Molecular Weight:
357.36
Beilstein:
5359247
MDL number:
MFCD00074939
UNSPSC Code:
12352005
PubChem Substance ID:
24859971
NACRES:
NA.22

Key Documents

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Assay

98%

form

solid

mp

178 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

O=C(OCC1c2ccccc2-c3ccccc13)On4nnc5ccccc45

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

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Application

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
12206EQ
08626KU
09015KO

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Efficient synthesis of complex glycopeptides based on unprotected oligosaccharides
Xue J and Guo Z
The Journal of Organic Chemistry, 68(7), 2713-2719 (2003)
Preparation of 4-[bis (tert-butoxy) phosphorylmethyl]-N-(fluoren-9-ylmethoxycarbonyl)-DL-phenylalanine. A hydrolytically stable analogue of O-phosphotyrosine potentially suitable for peptide synthesis
Burke Jr TR, et al.
Synthesis, 1991(11), 1019-1020 (1991)

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