Tert-butyl 2-hydroxy-6-methylphenylcarbamate

Base Information

• Chemical Name: Tert-butyl 2-hydroxy-6-methylphenylcarbamate
• CAS No.: 177342-60-8
• Molecular Formula: C12H17NO3
• Molecular Weight: 223.272
• DSSTox Substance ID: DTXSID10597638
• Wikidata: Q82493262
• Mol file: 177342-60-8.mol

Synonyms:177342-60-8;2-(Boc-amino)-3-methylphenol;tert-butyl N-(2-hydroxy-6-methylphenyl)carbamate;TERT-BUTYL 2-HYDROXY-6-METHYLPHENYLCARBAMATE;tert-Butyl (2-hydroxy-6-methylphenyl)carbamate;SCHEMBL2997409;DTXSID10597638;KMCZDRVWSNSEOK-UHFFFAOYSA-N;AB55467;CS-0346501;EN300-7335314;(2-hydroxy-6-methyl-phenyl)-carbamic acid tert-butyl ester

Chemical Property of Tert-butyl 2-hydroxy-6-methylphenylcarbamate

Chemical Property:

• PSA: 62.05000
• LogP: 3.06120
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 223.12084340
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl2-Hydroxy-6-methylphenylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)O)NC(=O)OC(C)(C)C

Technology Process of Tert-butyl 2-hydroxy-6-methylphenylcarbamate

There total 3 articles about Tert-butyl 2-hydroxy-6-methylphenylcarbamate 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: 68.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-methyl-2-nitrophenol (4920-77-8) → 2-(Boc-amino)-3-methylphenol (177342-60-8)

Guidance literature:

palladium-carbon; In tetrahydrofuran; diethyl ether; ethanol;

Reference yield: 52.0%

N-Boc-N-(2-methylphenyl)-O-(4-nitrobenzoyl)hydroxylamine (1095280-74-2) → (4-hydroxy-2-methylphenyl)carbamic acid tert-butyl ester (201741-17-5) + 2-(Boc-amino)-3-methylphenol (177342-60-8)

Guidance literature:

N-Boc-N-(2-methylphenyl)-O-(4-nitrobenzoyl)hydroxylamine; In para-xylene; at 140 ℃; for 24h;

With methanol; sodium methylate; for 3h; Reflux;

DOI:10.1002/ejoc.200800672

Reference yield:

2-amino-3-methylphenol (2835-97-4) + di-tert-butyl dicarbonate (24424-99-5) → 2-(Boc-amino)-3-methylphenol (177342-60-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 50 ℃; for 16h;

upstream raw materials:

di-tert-butyl dicarbonate

3-methyl-2-nitrophenol

2-amino-3-methylphenol

N-Boc-N-(2-methylphenyl)-O-(4-nitrobenzoyl)hydroxylamine

Downstream raw materials:

[2-(3-bromo-propoxy)-6-methyl-phenyl]-carbamic acid tert-butyl ester

2-(3-bromo-propoxy)-6-methyl-phenylamine

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