(1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

Base Information

Chemical Name:(1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester
CAS No.:1255529-45-3
Molecular Formula:C₁₃H₂₂N₄O₄
Molecular Weight:298.342
Hs Code.:

Synonyms:(1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

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Chemical Property of (1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

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Technology Process of (1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

There total 6 articles about (1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl 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:

: 1255529-43-1
(1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid methyl ester

: 1255529-45-3
(1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

: 1255529-44-2
(1S,3S,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

Guidance literature:: With sodium azide; tetrabutyl-ammonium chloride; In 1-methyl-pyrrolidin-2-one; at 70 ℃; for 12h;

Reference yield:

: 67976-82-3
(1S)-3-cyclohexene-1-carboxylic acid (R)-(+)-α-methylbenzylamine salt

: 1255529-45-3
(1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

: 1255529-44-2
(1S,3S,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogenchloride / ethyl acetate; water

1.2: 24 h / 20 °C / Cooling with ice

2.1: dichloromethane / 2 h / Cooling with ice

3.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 24 h / 70 °C

3.2: 24 h / 20 °C

3.3: 2 h

4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 20 h / 20 °C

4.2: 0.5 h / 20 °C / Cooling with ice

5.1: triethylamine / dichloromethane / 1 h / Cooling with ice

6.1: tetrabutyl-ammonium chloride; sodium azide / 1-methyl-pyrrolidin-2-one / 12 h / 70 °C

With hydrogenchloride; sodium azide; tetrabutyl-ammonium chloride; hydrogen; ammonium chloride; triethylamine; palladium 10% on activated carbon; In 1-methyl-pyrrolidin-2-one; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 1255529-39-5
(S)-3-cyclohexene-1-carboxylic acid benzyl ester

: 1255529-45-3
(1S,3R,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

: 1255529-44-2
(1S,3S,4R)-3-azido-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 2 h / Cooling with ice

2.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 24 h / 70 °C

2.2: 24 h / 20 °C

2.3: 2 h

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 20 h / 20 °C

3.2: 0.5 h / 20 °C / Cooling with ice

4.1: triethylamine / dichloromethane / 1 h / Cooling with ice

5.1: tetrabutyl-ammonium chloride; sodium azide / 1-methyl-pyrrolidin-2-one / 12 h / 70 °C

With sodium azide; tetrabutyl-ammonium chloride; hydrogen; ammonium chloride; triethylamine; palladium 10% on activated carbon; In 1-methyl-pyrrolidin-2-one; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;