(1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl ester

Base Information

Chemical Name:(1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl ester
CAS No.:1255529-42-0
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:(1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl ester

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Chemical Property of (1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl ester

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Technology Process of (1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl ester

There total 4 articles about (1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 1255529-40-8
(1R,3S,6S)-7-oxabicyclo[4.1.0]heptane-3-carboxylic acid benzyl ester

: 1255529-42-0
(1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl ester

Guidance literature:: (1R,3S,6S)-7-oxabicyclo[4.1.0]heptane-3-carboxylic acid benzyl ester; With sodium azide; ammonium chloride; In N,N-dimethyl-formamide; at 70 ℃; for 24h;

With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 24h;

di-tert-butyl dicarbonate; In tetrahydrofuran; water; for 2h;

Reference yield:

: 100-39-0
benzyl bromide

: 1255529-42-0
(1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; sodium azide; ammonium chloride; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

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

: 1255529-42-0
(1S,3R,4R)-4-[(tert-butoxycarbonyl)amino]-3-hydroxycyclohexanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 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

With sodium azide; ammonium chloride; In dichloromethane; N,N-dimethyl-formamide;