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(S)-N-Boc-allylglycine, also known as (S)-N-(tert-butoxycarbonyl)-2-aminoprop-1-ene-1-carboxylic acid, is a chiral boc-protected allylglycine derivative. It is a key building block in organic synthesis and has unique structural features that make it valuable in the development of various chemical compounds.

90600-20-7

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90600-20-7 Usage

Uses

Used in Pharmaceutical Industry:
(S)-N-Boc-allylglycine is used as a key intermediate in the synthesis of arginine analogues, which are essential for the development of novel pharmaceutical compounds. One of the notable applications is in the preparation of the natural amino acid enduracididine, which has potential therapeutic properties.
Used in Organic Synthesis:
(S)-N-Boc-allylglycine is used as a chiral building block in organic synthesis for the preparation of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure and reactivity make it a versatile component in the synthesis of complex molecules.
Used in Research and Development:
(S)-N-Boc-allylglycine is used as a research compound in academic and industrial laboratories to explore new synthetic routes, develop innovative methodologies, and study the properties of chiral molecules. Its availability and stability make it an attractive candidate for research purposes.

Check Digit Verification of cas no

The CAS Registry Mumber 90600-20-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,0,6,0 and 0 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 90600-20:
(7*9)+(6*0)+(5*6)+(4*0)+(3*0)+(2*2)+(1*0)=97
97 % 10 = 7
So 90600-20-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H17NO4/c1-5-6-7(8(12)13)11-9(14)15-10(2,3)4/h5,7H,1,6H2,2-4H3,(H,11,14)(H,12,13)/p-1/t7-/m0/s1

90600-20-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-N-BOC-Allylglycine

1.2 Other means of identification

Product number -
Other names (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-enoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:90600-20-7 SDS

90600-20-7Downstream Products

90600-20-7Relevant articles and documents

Total Synthesis of Scholarisine K and Alstolactine A

Wang, Dan,Hou, Min,Ji, Yue,Gao, Shuanhu

, p. 1922 - 1925 (2017)

The first asymmetric total syntheses of scholarisine K and alstolactine A have been accomplished. Our syntheses feature (1) ring closure metathesis and an intramolecular Heck reaction to construct the 1,3-bridged [3,3,1] bicycle (C-D ring), (2) intramolec

Microelectrode Arrays, Dihydroxylation, and the Development of an Orthogonal Safety-Catch Linker

Yeh, Nai-Hua,Krueger, Ruby,Moeller, Kevin D.

supporting information, p. 5440 - 5444 (2021/07/26)

Construction of larger molecular libraries on an addressable microelectrode array requires a method for recovering and characterizing molecules from the surface of any electrode in the array. This method must be orthogonal to the synthetic strategies needed to build the array. We report here a method for achieving this goal that employs the site-selective dihydroxylation reaction of a simple olefin.

Design, Synthesis, and Conformation-Activity Study of Unnatural Bridged Bicyclic Depsipeptides as Highly Potent Hypoxia Inducible Factor-1 Inhibitors and Antitumor Agents

Koike, Kota,Nagano, Masanobu,Ebihara, Masahiro,Hirayama, Tasuku,Tsuji, Mieko,Suga, Hiroaki,Nagasawa, Hideko

, p. 4022 - 4046 (2020/06/08)

By carrying out structural modifications based on the bicyclic peptide structure of echinomycin, we successfully synthesized various powerful antitumor derivatives. The ring conformation in the obtained compounds was restricted by cross-linking with an unnatural bond. The prepared derivatives were demonstrated to strongly suppress the hypoxia inducible factor (HIF)-1 transcriptional activation and hypoxia induction of HIF-1 protein expression. Particularly, alkene-bridged derivative 12 exhibited remarkably potent cytotoxicity (IC50 = 0.22 nM on the MCF-7 cell line) and HIF-1 inhibition (IC50 = 0.09 nM), which considerably exceeded those of echinomycin. Conformational analyses and molecular modeling studies revealed that the biological activities were enhanced following restriction of the conformation by cross-linking through a metabolically stable and rigid bridge bond. In addition, we proposed a new globular conformation stabilized by intramolecular πstacking that can contribute to the biological effects of bicyclic depsipeptides. The developments presented in the current study serve as a useful guide to expand the chemical space of peptides in drug discovery.

Divergent Access to Histone Deacetylase Inhibitory Cyclopeptides via a Late-Stage Cyclopropane Ring Cleavage Strategy. Short Synthesis of Chlamydocin

Elek, Gábor Zoltán,Koppel, Kaur,Zubrytski, Dzmitry M.,Konrad, Nele,J?rving, Ivar,Lopp, Margus,Kananovich, Dzmitry G.

supporting information, p. 8473 - 8478 (2019/10/16)

A unified step-economical strategy for accessing histone deacetylase inhibitory peptides is proposed, based on the late-stage installation of multiple zinc-binding functionalities via the cleavage of the strained cyclopropane ring in the common pluripoten

THERAPEUTIC COMPOUNDS AND METHODS OF USE THEREOF

-

Paragraph 0210, (2019/09/06)

The invention provides a compound as described herein or a pharmaceutically acceptable salt thereof, and compositions containing such compounds and methods for using such compounds and compositions.

The secondary structure of a heptapeptide containing trifluoromethyl-λ6-tetrafluorosulfanyl substituted amino acids

Ikeda, Akari,Capellan, Aimée,Welch, John T.

supporting information, p. 8079 - 8082 (2019/09/19)

Site specific introduction of the polar hydrophobic trifluoromethyl-λ6-tetrafluorosulfanyl (CF3SF4) group can effectively control the secondary structure of a heptapeptide, the minimum repeat unit of an α-helix. The struct

THERAPEUTIC COMPOUNDS AND METHODS OF USE THEREOF

-

Paragraph 0386; 0387; 0388, (2018/04/26)

The invention provides a compound of formula I: or a pharmaceutically acceptable salt thereof, wherein the variables X, Y1-Y5, R1, R2, R3, R4, and Het have the meaning as described herein, and compositions containing such compounds and methods for using such compounds and compositions.

CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF

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Paragraph 0369, (2018/09/25)

Disclosed herein are small molecule calpain modulator compositions, pharmaceutical compositions, the use and preparation thereof. Some embodiments relate to macrocyclic α-keto amide derivatives and their use as therapeutic agents.

Design, synthesis and biological evaluation of C(4) substituted monobactams as antibacterial agents against multidrug-resistant Gram-negative bacteria

Kou, Qunhuan,Wang, Ting,Zou, Feng,Zhang, Shuhua,Chen, Qian,Yang, Yushe

supporting information, p. 98 - 109 (2018/04/05)

A series of novel pyridone conjugated monobactams with various substituents at the (4) position were synthesized and evaluated for their antibacterial activities against a panel of multidrug-resistant (MDR) Gram-negative bacteria in vitro. Compounds 46d, 54 and 75e displayed good to moderate activities against P. aeruginosa, among which the activity of 75e against P. aeruginosa was comparable to that of BAL30072 under iron limitation condition. Compounds 35, 46d, 54, 56a, 56c and 56d exhibited good to excellent antibacterial activities against E. coli and K. pneumoniae, which were comparable or superior to that of BAL30072. In vitro liver microsomal stability was further evaluated and the results manifested that Compounds 35, 46d and 54 were metabolically stable in human liver microsomes.

Tridentate Directing Groups Stabilize 6-Membered Palladacycles in Catalytic Alkene Hydrofunctionalization

O'Duill, Miriam L.,Matsuura, Rei,Wang, Yanyan,Turnbull, Joshua L.,Gurak, John A.,Gao, De-Wei,Lu, Gang,Liu, Peng,Engle, Keary M.

supporting information, p. 15576 - 15579 (2017/11/14)

Removable tridentate directing groups inspired by pincer ligands have been designed to stabilize otherwise kinetically and thermodynamically disfavored 6-membered alkyl palladacycle intermediates. This family of directing groups enables regioselective remote hydrocarbofunctionalization of several synthetically useful alkene-containing substrate classes, including 4-pentenoic acids, allylic alcohols, homoallyl amines, and bis-homoallylamines, under Pd(II) catalysis. In conjunction with previous findings, we demonstrate regiodivergent hydrofunctionalization of 3-butenoic acid derivatives to afford either Markovnikov or anti-Markovnikov addition products depending on directing group choice. Preliminary mechanistic and computational data are presented to support the proposed catalytic cycle.

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