ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

Base Information

Chemical Name:ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate
CAS No.:1255529-35-1
Molecular Formula:C₂₂H₃₂N₂O₆
Molecular Weight:420.506
Hs Code.:

Synonyms:ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

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Chemical Property of ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

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Technology Process of ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

There total 14 articles about ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate 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:

: 365997-36-0
(1S,3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-[(methylsulfonyl)oxy]cyclohexanecarboxylic acid ethyl ester

: 501-53-1,94274-21-2
benzyl chloroformate

: 1255529-35-1
ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

Guidance literature:: (1S,3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-[(methylsulfonyl)oxy]cyclohexanecarboxylic acid ethyl ester; With sodium azide; tetrabutylammomium bromide; In N,N-dimethyl acetamide; at 70 ℃; for 18h;

With hydrogen; palladium-carbon; In ethanol; at 60 ℃; for 2.5h;

benzyl chloroformate; With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 0.166667h;

Reference yield:

: (1S,3R,4R)-4-amino-3-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylicacid ethyl ester

: 501-53-1,94274-21-2
benzyl chloroformate

: 1255529-35-1
ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In water; ethyl acetate; at 0 - 20 ℃;
DOI:10.1016/j.tet.2017.01.021

Reference yield:

: 123536-66-3
(1S,4S,5S)-4-iodo-6-oxabicyclo<3.2.1>octan-7-one

: 1255529-35-1
ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydroxide / water

2: ammonium hydroxide / water; ethanol / 45 °C

3: ammonium hydroxide / ethanol / 20 °C / Cooling with ice

4: triethylamine / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

5: sodium azide; 15-crown-5 / N,N-dimethyl-formamide / 48 h / 75 °C

6: palladium 10% on activated carbon; hydrogen / ethanol / 4 h / 20 °C

7: sodium hydrogencarbonate / ethyl acetate; water / 0 - 20 °C

With ammonium hydroxide; sodium azide; 15-crown-5; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; triethylamine; sodium hydroxide; In ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2017.01.021