Carbamic acid, [(1S,2S)-2-[bis(phenylmethyl)amino]-1,2-dihydro-6,7-dimethyl-1-naphth alenyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S,2S)-2-[bis(phenylmethyl)amino]-1,2-dihydro-6,7-dimethyl-1-naphth alenyl]-, 1,1-dimethylethyl ester
• CAS No.: 885691-71-4
• Molecular Formula: C31H36N2O2
• Molecular Weight: 468.639
• Mol file: 885691-71-4.mol

Synonyms:

Chemical Property of Carbamic acid, [(1S,2S)-2-[bis(phenylmethyl)amino]-1,2-dihydro-6,7-dimethyl-1-naphth alenyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1S,2S)-2-[bis(phenylmethyl)amino]-1,2-dihydro-6,7-dimethyl-1-naphth alenyl]-, 1,1-dimethylethyl ester

There total 2 articles about Carbamic acid, [(1S,2S)-2-[bis(phenylmethyl)amino]-1,2-dihydro-6,7-dimethyl-1-naphth alenyl]-, 1,1-dimethylethyl 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: 99.0%

6,7-dimethyl-N-tert-butyloxycarbonyl-azabenzonorbornadiene (885691-68-9) + dibenzylamine (103-49-1) → (1S,2S)-(2-dibenzylamino-4-yl-1,2-dihydro-6,7-dimethyl-naphthalen-1-yl)-carbamic acid tert-butyl ester (885691-71-4)

Guidance literature:

With (S,S)-(R,R)-C₂-ferriphos-tolyl; chloro(1,5-cyclooctadiene)rhodium(I) dimer; at 80 ℃; for 48h;

DOI:10.1016/j.tetasy.2005.12.024

Reference yield:

N-tert-butyloxycarbonyl-pyrrole (5176-27-2) → (1S,2S)-(2-dibenzylamino-4-yl-1,2-dihydro-6,7-dimethyl-naphthalen-1-yl)-carbamic acid tert-butyl ester (885691-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / n-butyllithium / hexane; toluene / 51 h / 0 - 20 °C

2: 95 percent / (S,S')-(R,R')-C₂-ferriphos / [Rh(cod)Cl]2 / 48 h / 80 °C

With n-butyllithium; (S,S')-(R,R')-C₂-ferriphos; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In hexane; toluene;

DOI:10.1021/ja0577701

Reference yield:

(1S,2S)-(2-dibenzylamino-4-yl-1,2-dihydro-6,7-dimethyl-naphthalen-1-yl)-carbamic acid tert-butyl ester (885691-71-4) → (1S,2S)-(2-benzoylamino-1,2,3,4-tetrahydro-6,7-dimethylnaphthalen-1-yl)carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: HCO₂NH₄ / Pd/C / ethyl acetate; methanol / Heating

2: pyridine / tetrahydrofuran / 20 °C

With pyridine; ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1016/j.tetasy.2005.12.024

upstream raw materials:

6,7-dimethyl-N-tert-butyloxycarbonyl-azabenzonorbornadiene

dibenzylamine

N-tert-butyloxycarbonyl-pyrrole