(1R,3S,4S)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic acid ethyl ester

Base Information

• Chemical Name: (1R,3S,4S)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic acid ethyl ester
• CAS No.: 1210348-16-5
• Molecular Formula: C₁₄H₂₅NO₅
• Molecular Weight: 287.356
• Mol file: 1210348-16-5.mol

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

Chemical Property of (1R,3S,4S)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Ethyl (1R,3S,4S)-3-{[(tert-butoxy)carbonyl]amino}-4-hydroxycyclohexane-1-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (1R,3S,4S)-3-(Boc-amino)-4-hydroxy-cyclohexanecarboxylic Acid Ethyl Ester is an inhibitor of protein kinases

Technology Process of (1R,3S,4S)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic acid ethyl ester

There total 9 articles about (1R,3S,4S)-3-(Boc-aMino)-4-hydroxy-cyclohexanecarboxylic acid ethyl 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: 67.0%

(1R,4R,5R)-4-iodo-6-oxabicyclo[3.2.1]octane-7-one (119719-61-8) + ethanol (64-17-5) + di-tert-butyl dicarbonate (24424-99-5) → ethyl (1R,3S,4S)-3-((tert-butoxycarbonyl)amino)-4-hydroxycyclohexane-1-carboxylate (1210348-16-5)

Guidance literature:

(1R,4R,5R)-4-iodo-6-oxabicyclo[3.2.1]octane-7-one; ethanol; With potassium carbonate; at 90 ℃; for 2h; Reflux;

With sodium azide; ammonium chloride; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

di-tert-butyl dicarbonate; With hydrogen; palladium 10% on activated carbon; In ethyl acetate;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + C9H17NO3 → ethyl (1R,3S,4S)-3-((tert-butoxycarbonyl)amino)-4-hydroxycyclohexane-1-carboxylate (1210348-16-5)

Guidance literature:

With ammonium hydroxide; In ethanol; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tet.2017.01.021

Reference yield:

(R)-cyclohex-3-enecarboxylic acid (5709-98-8) → ethyl (1R,3S,4S)-3-((tert-butoxycarbonyl)amino)-4-hydroxycyclohexane-1-carboxylate (1210348-16-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium iodide; iodine; sodium hydrogencarbonate

2: sodium hydroxide

3: sodium azide; ammonium chloride

4: palladium on activated charcoal; hydrogen

With sodium azide; palladium on activated charcoal; hydrogen; iodine; sodium hydrogencarbonate; ammonium chloride; potassium iodide; sodium hydroxide;

upstream raw materials:

(1R,4R,5R)-4-iodo-6-oxabicyclo[3.2.1]octane-7-one

ethanol

di-tert-butyl dicarbonate

C₉H₁₅N₃O₃

Downstream raw materials:

ethyl (1R,3S,4S)-3-((tert-butoxycarbonyl)amino)-4-((methylsulfonyl)oxy)cyclohexane-1-carboxylate

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

C₁₄H₂₆N₂O₄