(((9H-fluoren-9-yl)methoxy)carbonyl)-L-alanylglycine

Name: (((9H-fluoren-9-yl)methoxy)carbonyl)-L-alanylglycine
Brand: ChemScene
Availability: InStock
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CAS No. 116747-54-7
Cat. No. CS-0452330
Purity≥95%
MDL No.MFCD00190870

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(((9H-fluoren-9-yl)methoxy)carbonyl)-L-alanylglycine|CS-0452330

Structure of 116747-54-7

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General Information

CAS No. 116747-54-7
Cat. No. CS-0452330
Purity ≥95%
MDL No. MFCD00190870
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₀N₂O₅
Molecular Weight 368.38
Synonym(s) N-[N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-alanyl]-glycine
SMILES C[C@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C(NCC(O)=O)=O

Description

Fmoc-L-Ala-Gly is a protected dipeptide used in solid-phase peptide synthesis, featuring a fluorenylmethoxycarbonyl (Fmoc) group for orthogonal N-terminal protection. This derivative ensures efficient coupling and selective deprotection under mild basic conditions, enabling high-yielding assembly of complex peptide sequences with minimal side reactions.

Application

Fmoc-L-Ala-Gly serves as a reliable dipeptide building block for solid-phase peptide synthesis, offering excellent stability and ease of handling. The Fmoc group enables efficient orthogonal deprotection under mild basic conditions, while the L-alanyl-glycine sequence provides compatibility with standard coupling protocols. Its well-documented reactivity supports high-yielding peptide elongation and facilitates purification through crystallization or chromatography.

Synthesis

Route1
- 139928-78-2
- ~92%
- In-stock
  
  116747-54-7
References
- Chen; Hsiao; Chang; Wang Synthetic Communications, 1992 , vol. 22, # 3 p. 391 - 398
Route2
- In-stock
  
  29022-11-5
- In-stock
  
  35661-39-3
- ~%
- In-stock
  
  116747-54-7
References
- Biotempt B.V. Patent: US2007/21347 A1, 2007 ; Location in patent: Page/Page column 8 ;
Route3
- 131124-64-6
- 56-40-6
- ~78%
- In-stock
  
  116747-54-7
References
- Chen; Wang Journal of the Chemical Society - Series Chemical Communications, 1990 , # 15 p. 1045 - 1047

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 104.73
LogP 2.1144
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Amide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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(((9H-fluoren-9-yl)methoxy)carbonyl)-L-alanylglycine

CAS No. 116747-54-7

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