O-(Tert-butyldiphenylsilyl)hydroxylamine

Base Information

• Chemical Name: O-(Tert-butyldiphenylsilyl)hydroxylamine
• CAS No.: 103587-51-5
• Molecular Formula: C16H21NOSi
• Molecular Weight: 271.434
• Hs Code.: 2931900090
• European Community (EC) Number: 841-748-5
• DSSTox Substance ID: DTXSID10471449
• Nikkaji Number: J2.154.662C
• Mol file: 103587-51-5.mol

Synonyms:O-(TERT-BUTYLDIPHENYLSILYL)HYDROXYLAMINE;103587-51-5;O-[tert-butyl(diphenyl)silyl]hydroxylamine;MFCD06809831;Hydroxylamine, O-[(1,1-dimethylethyl)diphenylsilyl]-;Hydroxylamine,o-[(1,1-dimethylethyl)diphenylsilyl]-;C16H21NOSi;t-butyldiphenylsiloxyamine;SCHEMBL4835281;DTXSID10471449;PWTWOGMXABHJOA-UHFFFAOYSA-N;O-t-Butyldiphenylsilylhydroxylamine;O-tert-butyldiphenylsilylhydroxylamine;AKOS024257124;O-(tert-butyldiphenylsilyl)-hydroxylamine;AS-32008;SY009445;B5999;CS-0199596;FT-0738595;A896411

Chemical Property of O-(Tert-butyldiphenylsilyl)hydroxylamine

Chemical Property:

• Melting Point: 90 °C
• PSA: 35.25000
• LogP: 3.13700
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform, Ethyl Acetate (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 271.139240828
• Heavy Atom Count: 19
• Complexity: 257

Purity/Quality:

98%min ^*data from raw suppliers

O-t-Butyldiphenylsilylhydroxylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)ON
• Uses: O-t-Butyldiphenylsilylhydroxylamine is an intermediate in synthesizing N-Hydroxy Vortioxetine O-β-D-Glucuronide Sodium Salt (H996005), which is a metabolite of Vortioxetine (V766000, HBr); a multimodal serotonergic agent which inhibits 5-HT1A, 5-HT1B, 5-HT3A, 5-HT7 receptor and SERT.

Technology Process of O-(Tert-butyldiphenylsilyl)hydroxylamine

There total 1 articles about O-(Tert-butyldiphenylsilyl)hydroxylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

tert-butylchlorodiphenylsilane (58479-61-1) → O-(tert-butyl)diphenylsilylhydroxylamine (103587-51-5)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1002/ejoc.201901045

Reference yield: 87.0%

t-Boc-L-valine (13734-41-3) + O-(tert-butyl)diphenylsilylhydroxylamine (103587-51-5) → N-tert-butoxycarbonyl-L-valine-N'-tert-butyldiphenylsilyloxyamide

Guidance literature:

t-Boc-L-valine; With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In tetrahydrofuran; at 20 ℃; for 1h;

O-(tert-butyl)diphenylsilylhydroxylamine; In tetrahydrofuran; at 20 ℃; for 8h; Further stages.;

DOI:10.1021/jo015524b

Reference yield: 83.0%

O-(tert-butyl)diphenylsilylhydroxylamine (103587-51-5) + benzoic acid (65-85-0,8013-63-6) → O-tert-butyldiphenylsilyl benzhydroxamate (263888-04-6)

Guidance literature:

benzoic acid; With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In tetrahydrofuran; at 20 ℃; for 1h;

O-(tert-butyl)diphenylsilylhydroxylamine; In tetrahydrofuran; at 20 ℃; for 8h; Further stages.;

DOI:10.1021/jo015524b

upstream raw materials:

tert-butylchlorodiphenylsilane

Downstream raw materials:

O-(tert-butyldiphenylsilyl)-N-<1-methyl-1-<4-(benzyloxy)phenyl>ethyl>hydroxylamine

(E)-trans-2-chloro-3-ethylcyclohexanone O-(tert-butyldiphenylsilyl)oxime

(Z)-cis-2-chloro-3-ethylcyclohexanone O-(tert-butyldiphenylsilyl)oxime

(E)-cis-2-chloro-3-ethylcyclohexanone O-(tert-butyldiphenylsilyl)oxime

Refernces

• 1、 Carloni, Laure-Elie,Mohnani, Stefan,Bonifazi, Davide. "Synthesis of 3,5-Disubstituted Isoxazoles through a 1,3-Dipolar Cycloaddition Reaction between Alkynes and Nitrile Oxides Generated from O-Silylated Hydroxamic Acids". supporting information. p. 7322 - 7334. Retrieved 2019/11/05.
• 2、 -. "ANTICANCER COMPOUNDS". Page 29-31. . Retrieved 2008/06/13.