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Boc-Gly-OH

Name: Boc-Gly-OH
Brand: ALDRICH

≥99.0% (T), for peptide synthesis

Synonym(s):

N-(tert-Butoxycarbonyl)glycine, Boc-glycine

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About This Item

Linear Formula:

(CH₃)₃COCONHCH₂COOH

CAS Number:

4530-20-5

Molecular Weight:

175.18

Beilstein:

1101514

EC Number:

224-864-5

MDL number:

MFCD00002690

UNSPSC Code:

12352209

PubChem Substance ID:

57647418

NACRES:

NA.22

product name

Boc-Gly-OH, ≥99.0% (T)

Quality Level

200

Assay

≥99.0% (T)

form

powder or crystals

reaction suitability

reaction type: Boc solid-phase peptide synthesis

ign. residue

≤0.05%

mp

86-89 °C (lit.)
86-89 °C

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)NCC(O)=O

InChI

1S/C7H13NO4/c1-7(2,3)12-6(11)8-4-5(9)10/h4H2,1-3H3,(H,8,11)(H,9,10)

InChI key

VRPJIFMKZZEXLR-UHFFFAOYSA-N

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Related Categories

Amino Acids, Resins & Reagents for Peptide Synthesis

Application

Boc-Gly-OH can be used:

For the esterification reaction to synthesize N-Boc amino acid esters for peptide chemistry.
For the synthesis of tripeptide H-Gly-Pro-Glu-OH, analogs of neuroprotective drugs.
As a promoter for the allylation of hydrazones and isatin.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Ceric ammonium nitrate (CAN) mediated esterification of N-Boc amino acids allows either retention or removal of the N-Boc group.

Kuttan A, et al.

Tetrahedron Letters, 45(12), 2663-2665 (2004)

Analogues of the neuroprotective tripeptide Gly-Pro-Glu (GPE): synthesis and structure-activity relationships.

De Diego SAA, et al.

Bioorganic & Medicinal Chemistry Letters, 15(9), 2279-2283 (2005)

Efficient total synthesis of pulchellalactam, a CD45 protein tyrosine phosphatase inhibitor.

Wen-Ren Li et al.

The Journal of organic chemistry, 67(14), 4702-4706 (2002-07-06)

A new approach to a CD45 protein tyrosine phosphatase inhibitor, pulchellalactam, is described. The key step of the sequence involves addition and elimination of an enolic lactam in a single step and 70% yield, employing an organocuprate reagent. The resulting

N-Boc-glycine-assisted indium-mediated allylation reaction: a sustainable approach.

Vemula SR, et al.

Tetrahedron Letters, 56(23), 3322-3325 (2015)

Measurements of carbon to amide-proton distances by C-H dipolar recoupling with 15N NMR detection.

Klaus Schmidt-Rohr et al.

Journal of the American Chemical Society, 125(19), 5648-5649 (2003-05-08)

A new magic-angle spinning NMR method for measuring internuclear distances between a 13C-labeled site and amide protons is described. The magnetization of the protons evolves under homonuclear decoupling and the recoupled 13C-1H dipolar interaction, which provides simple spin-pair REDOR curves

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