(tert-Butoxycarbonyl)-D-cysteine

Name: (tert-Butoxycarbonyl)-D-cysteine
Brand: ChemScene
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CAS No. 149270-12-2
Cat. No. CS-0063890
Purity≥95%
MDL No.MFCD05663721

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(tert-Butoxycarbonyl)-D-cysteine|CS-0063890

Structure of 149270-12-2

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General Information

CAS No. 149270-12-2
Cat. No. CS-0063890
Purity ≥95%
MDL No. MFCD05663721
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₅NO₄S
Molecular Weight 221.27
Synonym(s) None
SMILES SC[C@H](C(O)=O)NC(OC(C)(C)C)=O

Description

Boc-D-cysteine features a tert-butoxycarbonyl group that provides robust protection of the amine functionality, enabling stable incorporation into peptide chains. The D-configured cysteine backbone supports stereochemically defined synthesis, while the thiol side chain remains available for selective derivatization or disulfide formation under controlled conditions. This derivative exhibits excellent stability and ease of handling in standard synthetic workflows.

Application

Boc-D-cysteine serves as a key building block for the synthesis of D-cysteine-containing peptides and peptidomimetics. The Boc group provides robust protection of the amine, enabling orthogonal deprotection in standard peptide synthesis workflows. Its thiol side chain offers high functional group tolerance and facilitates disulfide bond formation or conjugation reactions. The compound exhibits excellent bench stability and is readily purified by crystallization, making it ideal for scalable, reproducible synthetic applications in medicinal chemistry and peptide engineering.

Safety Information

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GHS Pictogram :	GHS No : GHS07,GHS08,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H315-H319-H372-H413
Precautionary Statements : P264-P273-P280-P302+P352-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 0.8941
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 3

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Cysteine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(tert-Butoxycarbonyl)-D-cysteine

CAS No. 149270-12-2

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