(2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-phenyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-phenyl)-carbamic acid tert-butyl ester
• CAS No.: 261712-13-4
• Molecular Formula: C₂₁H₃₁N₃O₄S
• Molecular Weight: 421.561
• Mol file: 261712-13-4.mol

Synonyms:(2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-phenyl)-carbamic acid tert-butyl ester

Chemical Property of (2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-phenyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-phenyl)-carbamic acid tert-butyl ester

There total 5 articles about (2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-tert-butyl-5-thiocyanato-benzene-1,2-diamine (261712-09-8) → (2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-phenyl)-carbamic acid tert-butyl ester (261712-13-4)

Guidance literature:

In hexane; ethyl acetate; for 16h; Heating;

DOI:10.1021/ol0056170

Reference yield:

3-tert-butylaniline (5369-19-7) → (2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-phenyl)-carbamic acid tert-butyl ester (261712-13-4)

Guidance literature:

Multi-step reaction with 5 steps

1: KNO₃ / 0 - 20 °C

2: aq. K₂CO₃ / methanol / 16 h / 20 °C

3: 90 percent / NaBr; Br₂ / 0 - 20 °C

4: 95 percent / H₂ / Raney nickel / tetrahydrofuran / 16 h / 2585.81 Torr

5: 98 percent / ethyl acetate; hexane / 16 h / Heating

With hydrogen; bromine; potassium carbonate; potassium nitrate; sodium bromide; nickel; In tetrahydrofuran; methanol; hexane; ethyl acetate; 1: Nitration / 2: Hydrolysis / 3: thiocyanation / 4: Reduction / 5: Acylation;

DOI:10.1021/ol0056170

Reference yield:

5-(tert-butyl)-2-nitroaniline (142564-53-2) → (2-tert-butoxycarbonylamino-4-tert-butyl-5-thiocyanato-phenyl)-carbamic acid tert-butyl ester (261712-13-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / NaBr; Br₂ / 0 - 20 °C

2: 95 percent / H₂ / Raney nickel / tetrahydrofuran / 16 h / 2585.81 Torr

3: 98 percent / ethyl acetate; hexane / 16 h / Heating

With hydrogen; bromine; sodium bromide; nickel; In tetrahydrofuran; hexane; ethyl acetate; 1: thiocyanation / 2: Reduction / 3: Acylation;

DOI:10.1021/ol0056170

upstream raw materials:

di-tert-butyl dicarbonate

4-tert-butyl-5-thiocyanato-benzene-1,2-diamine

3-tert-butylaniline

5-(tert-butyl)-2-nitroaniline

Downstream raw materials:

(2-tert-butoxycarbonylamino-4-tert-butyl-5-mercapto-phenyl)-carbamic acid tert-butyl ester

Toluene-4-thiosulfonic acid S-(4,5-diamino-2-tert-butyl-phenyl) ester

toluene-4-thiosulfonic acid S-(4,5-bis-tert-butoxycarbonylamino-2-tert-butyl-phenyl) ester