(R)-tert-Butyl1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate

Name: (R)-tert-Butyl1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate
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CAS No. 880468-89-3
Cat. No. CS-0006747
Purity≥98%
MDL No.MFCD16620517

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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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(R)-tert-Butyl1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate|CS-0006747

Structure of 880468-89-3

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Description

This orthogonally-protected diaminopropionic acid derivative is based on the hindered Dde variant ivDde. The side-chain ivDde group is considerably more stable to piperidine than Dde and is less prone to migrate from protected to unprotected side-chains [1]. However, migration from side-chain to the unprotected -amino group of Dpr is unavoidable [2]. This side-reaction can, however, be minimized by the appropriate choice of coupling method for the subsequent residue, see [3].When removing ivDde in the presence of allyl-based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group [4]. Associated Protocols and Technical ArticlesCleavage and Deprotection Protocols for Fmoc SPPSLiterature references[1] S. R. Chhabra, et al. (1998) Tetrahedron Lett., 39, 1603. [2] R. Wilhelm, et al., Poster 34 presented at the 16th American Peptide Symposium, Minneapolis, 1999. [3] J. Beythien & P. Schneeberger, in Peptides 2000, Proc. 26th European Peptide Symposium, EDK, Paris, 2001, pp. 361. [4] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.

General Information

CAS No. 880468-89-3
Cat. No. CS-0006747
Purity ≥98%
MDL No. MFCD16620517
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₄N₂O₄
Molecular Weight 308.37
Synonym(s) O-methyl-N-alpha-[phenylmethoxy]carbonyl]-N-(phenylmethyl)-D-Serinamide
SMILES O=C(OC(C)(C)C)N[C@H](COC)C(NCC1=CC=CC=C1)=O

Computational Chemistry Data

TPSA 76.66
LogP 1.8425
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-tert-Butyl1-(benzylamino)-3-methoxy-1-oxopropan-2-ylcarbamate

CAS No. 880468-89-3

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