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O-(tert-butyldiphenylsilyl)hydroxylamine is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique structure, which includes a tert-butyldiphenylsilyl group attached to a hydroxylamine moiety. This structure endows it with specific reactivity and properties that make it valuable in the development of certain medications.

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  • 103587-51-5 Structure
  • Basic information

    1. Product Name: O-(tert-butyldiphenylsilyl)hydroxylamine
    2. Synonyms: O-(tert-butyldiphenylsilyl)hydroxylamine;HydroxylaMine, O-[(1,1-diMethylethyl)diphenylsilyl]-;O-(t-Butyldiphenylsilyl)hydroxylamine;O-(tert-Butyldiphenylsilyl)
    3. CAS NO:103587-51-5
    4. Molecular Formula: C16H21NOSi
    5. Molecular Weight: 271
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 103587-51-5.mol
  • Chemical Properties

    1. Melting Point: 90 °C
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
    8. Solubility: Chloroform, Ethyl Acetate (Slightly)
    9. CAS DataBase Reference: O-(tert-butyldiphenylsilyl)hydroxylamine(CAS DataBase Reference)
    10. NIST Chemistry Reference: O-(tert-butyldiphenylsilyl)hydroxylamine(103587-51-5)
    11. EPA Substance Registry System: O-(tert-butyldiphenylsilyl)hydroxylamine(103587-51-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 103587-51-5(Hazardous Substances Data)

103587-51-5 Usage

Uses

Used in Pharmaceutical Synthesis:
O-(tert-butyldiphenylsilyl)hydroxylamine is used as an intermediate in the synthesis of N-Hydroxy Vortioxetine O-β-D-Glucuronide Sodium Salt (H996005). O-(tert-butyldiphenylsilyl)hydroxylamine is a metabolite of Vortioxetine (V766000, HBr), a multimodal serotonergic agent with a wide range of applications in the treatment of various conditions related to the serotonin system.
In the pharmaceutical industry, O-(tert-butyldiphenylsilyl)hydroxylamine plays a vital role in the development of Vortioxetine and its derivatives. Vortioxetine is known for its ability to inhibit multiple serotonin receptors, including 5-HT1A, 5-HT1B, 5-HT3A, and 5-HT7, as well as the serotonin transporter (SERT). This unique profile makes Vortioxetine a promising candidate for the treatment of various psychiatric and neurological disorders, such as depression, anxiety, and obsessive-compulsive disorder.
The use of O-(tert-butyldiphenylsilyl)hydroxylamine in the synthesis of Vortioxetine and its metabolites highlights its importance in the development of novel therapeutic agents with potential applications in the treatment of a wide range of conditions. Its unique structural features and reactivity make it a valuable component in the design and synthesis of new drugs targeting the serotonin system.

Check Digit Verification of cas no

The CAS Registry Mumber 103587-51-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,5,8 and 7 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 103587-51:
(8*1)+(7*0)+(6*3)+(5*5)+(4*8)+(3*7)+(2*5)+(1*1)=115
115 % 10 = 5
So 103587-51-5 is a valid CAS Registry Number.

103587-51-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name O-(tert-Butyldiphenylsilyl)hydroxylamine

1.2 Other means of identification

Product number -
Other names O-[tert-butyl(diphenyl)silyl]hydroxylamine

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:103587-51-5 SDS

103587-51-5Relevant articles and documents

Ferrier sulfamidoglycosylation of glycals catalyzed by nitrosonium tetrafluoroborate: Towards new carbonic anhydrase glycoinhibitors

Ombouma, Joanna,Vullo, Daniela,Supuran, Claudiu T.,Winum, Jean-Yves

, p. 6353 - 6359 (2014)

Ferrier sulfamidoglycosylation of glycals catalyzed by nitrosonium tetrafluoroborate allowed the preparation of hydroxysulfamide glycosides in good yields with a good α stereoselectivity. A variety of mono-saccharide derivatives was synthesized using this

Synthesis of 3,5-Disubstituted Isoxazoles through a 1,3-Dipolar Cycloaddition Reaction between Alkynes and Nitrile Oxides Generated from O-Silylated Hydroxamic Acids

Carloni, Laure-Elie,Mohnani, Stefan,Bonifazi, Davide

supporting information, p. 7322 - 7334 (2019/11/05)

In this paper, we report the regioselective synthesis of 3,5-disubstituted isoxazoles by 1,3-dipolar cycloaddition between alkynyl dipolarophiles and nitrile oxide dipoles generated in-situ from O-silylated hydroxamic acids in the presence of trifluoromethanesulfonic anhydride and NEt3. Thanks to the mild, metal-free and oxidant-free conditions that this strategy offers, the reaction was successfully applied to a wide variety of alkynyl dipolarophiles, demonstrating the tolerance of this approach to diverse functional groups. In particular, we have shown that the method was compatible with biological molecules such as peptides and peptide nucleic acids (PNA). This protocol constitutes another example of metal-free 1,3-dipolar cycloaddition leading to the regioselective formation of isoxazoles.

Thiyl radical-mediated cyclization of ω-alkynyl O-tert-butyldiphenylsilyloximes

Shibata, Nina,Tsuchiya, Takahisa,Hashimoto, Yoshimitsu,Morita, Nobuyoshi,Ban, Shintaro,Tamura, Osamu

supporting information, p. 3025 - 3034 (2017/04/10)

ω-Alkynyl O-tert-butyldiphenylsilyloximes, upon treatment with odorless 4-tert-butylbenzenethiol in the presence of azobisisobutyronitrile (AIBN) in refluxing benzene, underwent addition of a thiyl radical to the alkynyl group followed by radical cyclizat

ANTICANCER COMPOUNDS

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Page 29-31, (2008/06/13)

This invention features compounds having formula (I): wherein, R1, R 2,R3, R4, R6, R7, T, X, and Y are as defined herein. This invention also features a method for treating cancer. The method includes administrating to a subject in need thereof a compound of formula (I).

METABOLITES OF PRINOMASTAT AND THEIR SYTHESIS

-

Page 22, (2010/02/04)

Metabolites of a matrix metalloproteinase inhibitor prinomastat their synthesis composition, and method of using same. These metabolites are: (3S)-N-hydroxy-4-(4-((1-oxy-pyrid-4-yl)oxy)benzenesulfonyl)-2,2-dimethyl-tetrahydro-2H-1,4-thiazine-3-carboxamide

The vinylogous anomeric effect in 3-alkyl-2-chlorocyclohexanone oximes and oxime ethers

Denmark,Dappen,Sear,Jacobs

, p. 3466 - 3474 (2007/10/02)

A series of trans-3-alkyl-2-chlorocyclohexanones, 2(methyl, ethyl, isopropyl, and tert-butyl), have been prepared and shown to exist predominantly in the diequatorial chair conformation except the tert-butyl derivative which prefers a twist-boat. Formatio

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