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Sigma-Aldrich

N-(tert-Butoxycarbonyl)-L-cysteine methyl ester

97%

Synonym(s):

N-Boc-L-cysteine methyl ester

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About This Item

Linear Formula:
HSCH2CH[NHCO2C(CH3)3]CO2CH3
CAS Number:
Molecular Weight:
235.30
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

liquid

optical activity

[α]22/D +21°, c = 7.5 in chloroform

reaction suitability

reaction type: solution phase peptide synthesis

refractive index

n20/D 1.475 (lit.)

bp

214 °C (lit.)

density

1.143 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

SMILES string

COC(=O)[C@H](CS)NC(=O)OC(C)(C)C

InChI

1S/C9H17NO4S/c1-9(2,3)14-8(12)10-6(5-15)7(11)13-4/h6,15H,5H2,1-4H3,(H,10,12)/t6-/m0/s1

InChI key

NJGIAKIPSDCYAC-LURJTMIESA-N

Application

N-(tert-Butoxycarbonyl)-L-cysteine methyl ester is an N-terminal protected reagent that can be used in the synthesis of peptides and proteins containing cysteine residues, which can further be converted to dehydroalanine.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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