(S)-Fmoc-2-amino-5-(tritylthio)-pentanoic acid

Name: (S)-Fmoc-2-amino-5-(tritylthio)-pentanoic acid
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CAS No. 1417789-17-3
Cat. No. CS-0531924
Purity≥95%
MDL No.MFCD21364742

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(S)-Fmoc-2-amino-5-(tritylthio)-pentanoic acid|CS-0531924

Structure of 1417789-17-3

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General Information

CAS No. 1417789-17-3
Cat. No. CS-0531924
Purity ≥95%
MDL No. MFCD21364742
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₉H₃₅NO₄S
Molecular Weight 613.76
Synonym(s) (S)-Fmoc-2-amino-5-tritylsulfanyl-pentanoic acid
SMILES O=C(OCC1C2=CC=CC=C2C3=CC=CC=C31)N[C@H](C(O)=O)CCCSC(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6

Description

(S)-Fmoc-2-amino-5-(tritylthio)-pentanoic acid is a chiral building block featuring a protected amine and a sulfur-stabilized side chain. This derivative enables selective conjugation in peptide synthesis, where the tritylthio group offers robust protection under standard conditions. The Fmoc moiety facilitates orthogonal deprotection, streamlining sequence assembly. Its bench-stable nature supports reliable handling in synthetic workflows.

Application

(S)-Fmoc-2-amino-5-(tritylthio)-pentanoic acid serves as a valuable building block for the synthesis of peptidomimetics and cysteine-containing peptide segments. The Fmoc group enables efficient solid-phase peptide synthesis, while the tritylthio protecting group offers orthogonal stability and facile removal under mild acidic conditions. This compound facilitates site-specific incorporation of functionalized cysteine surrogates with excellent bench stability and compatibility across standard coupling protocols.

Safety Information

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Signal Word : N/A	UN#: N/A
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Computational Chemistry Data

TPSA 75.63
LogP 8.4838
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 12

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Thioether

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-Fmoc-2-amino-5-(tritylthio)-pentanoic acid

CAS No. 1417789-17-3

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