(2-Trimethylstannanyl-phenyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (2-Trimethylstannanyl-phenyl)-carbamic acid tert-butyl ester
• CAS No.: 114552-32-8
• Molecular Formula: C14H23 N O2 Sn
• Molecular Weight: 356.052
• DSSTox Substance ID: DTXSID20436246
• Wikidata: Q82251496
• Mol file: 114552-32-8.mol

Synonyms:114552-32-8;(2-Trimethylstannanyl-phenyl)-carbamic acid tert-butyl ester;Tert-butyl N-(2-trimethylstannylphenyl)carbamate;(2-Trimethylstannanylphenyl)carbamicacidtert-butylester;tert-Butyl [2-(trimethylstannyl)phenyl]carbamate;C14H23NO2Sn;tert-butyl 2-(trimethylstannyl)phenylcarbamate;SCHEMBL5331392;DTXSID20436246;PMHMCDKAWYNLJW-UHFFFAOYSA-N;MFCD06658390;AKOS015911216;SB30843;CS-0340290;2-(t-butoxy-carbonylamino)phenyltrimethylstannane;(2-Trimethylstannanyl-phenyl)-carbamic acid t-butyl ester;(2-Trimethylstannyl-phenyl)-carbamic acid tert-butyl ester;Carbamic acid,N-[2-(trimethylstannyl)phenyl]-,1,1-dimethylethyl ester

Chemical Property of (2-Trimethylstannanyl-phenyl)-carbamic acid tert-butyl ester

Chemical Property:

• PKA: 13.83±0.70(Predicted)
• PSA: 38.33000
• LogP: 3.65180
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 357.075082
• Heavy Atom Count: 18
• Complexity: 291

Purity/Quality:

≥95% ^*data from raw suppliers

(2-Trimethylstannanyl-phenyl)-carbamicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=CC=C1[Sn](C)(C)C

Technology Process of (2-Trimethylstannanyl-phenyl)-carbamic acid tert-butyl ester

There total 4 articles about (2-Trimethylstannanyl-phenyl)-carbamic acid tert-butyl ester 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: 75.0%

tert-butyl phenylcarbamate (3422-01-3) + trimethyltin(IV)chloride (1066-45-1) → C24H36N2O3Sn2 (1394920-42-3) + N-tert-butoxycarbonyl-2-trimethylstannylaniline (114552-32-8)

Guidance literature:

tert-butyl phenylcarbamate; With n-butyllithium; In diethyl ether; pentane; at -40 - 0 ℃; for 3.5h; Inert atmosphere;

trimethyltin(IV)chloride; In diethyl ether; pentane; at -78 - 0 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.06.138

Reference yield: 51.0%

tert-butyl phenylcarbamate (3422-01-3) + tin(IV) chloride (7646-78-8) → N-tert-butoxycarbonyl-2-trimethylstannylaniline (114552-32-8)

Guidance literature:

tert-butyl phenylcarbamate; With tert.-butyl lithium; In diethyl ether; pentane; at -40 - 0 ℃; for 3.5h; Inert atmosphere;

tin(IV) chloride; In diethyl ether; pentane; at -78 - 0 ℃; for 6h; Inert atmosphere;

DOI:10.1002/anie.202110041

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-2-trimethylstannylaniline (114552-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / 20 °C

2.1: tert.-butyl lithium / diethyl ether; pentane / 3.5 h / -40 - 0 °C / Inert atmosphere

2.2: 6 h / -78 - 0 °C / Inert atmosphere

With tert.-butyl lithium; triethylamine; In tetrahydrofuran; diethyl ether; pentane;

DOI:10.1002/anie.202110041

upstream raw materials:

tert-butyl phenylcarbamate

trimethyltin(IV)chloride

di-tert-butyl dicarbonate

tin(IV) chloride

Downstream raw materials:

2-<2-<(tert-Butoxycarbonyl)amino>phenyl>-5-hydroxy-1,4-naphthoquinone

6-bromo-5,8-dimethoxy-4-methylquinoline

6-bromo-4-<2-(tert-butoxycarbonyl)amino>-5,8-dimethoxyquinoline

[2-(2,6-Dichloro-pyridin-3-yl)-phenyl]-carbamic acid tert-butyl ester