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Tert-butyl N-methoxycarbamate, also known as N-Boc-O-methyl hydroxylamine, is an organic compound with the chemical formula C5H9NO2. It is a derivative of hydroxylamine, featuring a tert-butyl carbamate group and a methoxy group. tert-butyl N-methoxycarbamate is known for its reactivity and is commonly utilized in the synthesis of various organic molecules.

58377-44-9

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58377-44-9 Usage

Uses

Used in Insecticide Production:
Tert-butyl N-methoxycarbamate is used as a synthetic intermediate for the preparation of (pyridinylmethylamino)furanones, which are compounds with insecticidal properties. These insecticides are employed in the agricultural industry to control pests and protect crops from damage, thereby ensuring a stable food supply and reducing economic losses due to pest infestations. The use of N-Boc-O-methyl hydroxylamine in the synthesis of these insecticides highlights its importance in the development of effective pest control strategies.

Check Digit Verification of cas no

The CAS Registry Mumber 58377-44-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,3,7 and 7 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 58377-44:
(7*5)+(6*8)+(5*3)+(4*7)+(3*7)+(2*4)+(1*4)=159
159 % 10 = 9
So 58377-44-9 is a valid CAS Registry Number.

58377-44-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Boc-O-methylhydroxylamine

1.2 Other means of identification

Product number -
Other names tert-butyl N-methoxycarbamate

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:58377-44-9 SDS

58377-44-9Relevant academic research and scientific papers

Asymmetric Phase-Transfer Catalytic aza-Michael Addition to Cyclic Enone: Highly Enantioselective and Diastereoselective Synthesis of Cyclic 1,3-Aminoalcohols

Lee, Jaeyong,Ban, Jeong Woo,Kim, Jeongseok,Yang, Sehun,Lee, Geumwoo,Dhorma, Lama Prema,Kim, Mi-Hyun,Ha, Min Woo,Hong, Suckchang,Park, Hyeung-Geun

supporting information, p. 1647 - 1651 (2022/03/03)

The highly enantioselective aza-Michael reaction of tert-butyl β-naphthylmethoxycarbamate to cyclic enones has been accomplished by using a new cinchona alkaloid derived C(9)-urea ammonium catalyst under phase-transfer catalysis conditions with up to 98% ee at 0 °C. The resulting aza-Michael adducts can be converted to versatile intermediates by selective deprotection and the cyclic 1,3-aminoalcohols by diastereoselective reduction with up to 32:1, which have been widely used as important pharmacophores in pharmaceutical development.

Lewis acid-mediated radical cyclization: Stereocontrol in cascade radical addition-cyclization-trapping reactions

Miyabe, Hideto,Asada, Ryuta,Takemoto, Yoshiji

supporting information; scheme or table, p. 3519 - 3530 (2012/05/20)

An efficient approach for achieving radical cyclizations by using hydroxamate ester as a coordination tether with Lewis acid was studied. The chiral Lewis acid-mediated cascade radical addition-cyclization-trapping reaction proceeded smoothly with good en

MITOTIC KINESIN INHIBITORS AND METHODS OF USE THEREOF

-

Page/Page column 48-49, (2008/06/13)

This invention relates to inhibitors of mitotic kinesins, particularly KSP, and methods for producing these inhibitors. The invention also provides pharmaceutical compositions comprising the inhibitors of the invention and methods of utilizing the inhibitors and pharmaceutical compositions in the treatment of various disorders.

Electrophilic Aromatic Substitution with N-Methoxy-N-acylnitrenium Ions Generated from N-Chloro-N-methoxyamides: Syntheses of Nitrogen Heterocyclic Compounds Bearing a N-Methoxyamide Group

Kawase, Masami,Kitamura, Takahiro,Kikugawa, Yasuo

, p. 3394 - 3403 (2007/10/02)

N-Methoxy-N-acylnitrenium ions (II), generated by treatment of N-chloro-N-methoxyamides with silver carbonate in trifluoroacetic acid, react with arenes to give N-aryl-N-methoxyamides in good yields.In the case of the intramolecular cyclization of N-chloro-N-methoxy-2-phenylacetamides, the mode of cyclization is highly dependent on the nature of ortho or para substituent groups.Nitrenium ions II can primarily attack three positions (C-1, C-2, and C-6) of a phenyl ring.Normally II attack C-6.On the other hand, when the ortho position was occupied with a substituent group, II attacked both C-2 and C-6, in the former case followed by a 1,2-substituent migration, which was proved by a deuterium labeling experiment.Especially, when a methoxy group is substituted on ortho or para position, II attack C-1 due to the effect of the electron-releasing methoxy group to give spiro dienone compounds 39.A general discussion of the utility and mechanistic details of these reactions is presented.

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