(1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

Base Information

Chemical Name:(1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester
CAS No.:820244-68-6
Molecular Formula:C₂₄H₃₁Cl₂FN₂O₆
Molecular Weight:533.424
Hs Code.:

Synonyms:(1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

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Chemical Property of (1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

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Technology Process of (1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

There total 6 articles about (1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl 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: 43.0%

: 820244-67-5
(1R,2R,3R,5R,6R)-3-amino-2-(tert-butoxycarbonylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

: 18880-04-1
3,4-dichlorobenzyl bromide

: 820244-68-6
(1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

Guidance literature:: With pyridine; In chloroform; at 20 ℃; for 19h;
DOI:10.1016/j.bmc.2005.12.061

Reference yield:

: 820244-66-4
(1R,2R,3R,5R,6R)-3-azido-2-(tert-butoxycarbonylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

: 820244-68-6
(1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / hydrogen / Pd/C / ethanol / 12 h / 20 °C

2: 43 percent / pyridine / CHCl₃ / 19 h / 20 °C

With pyridine; hydrogen; palladium on activated charcoal; In ethanol; chloroform;
DOI:10.1016/j.bmc.2005.12.061

Reference yield:

: 820244-64-2
(1R,2R,3S,5R,6R)-2-(tert-butoxycarbonylamino)-6-fluoro-3-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

: 820244-68-6
(1R,2R,3R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(3,4-dichlorobenzylamino)-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / pyridine / CH₂Cl₂ / 0 °C

2: 71 percent / sodium azide / dimethylformamide / 30 h / 20 - 30 °C

3: 60 percent / hydrogen / Pd/C / ethanol / 12 h / 20 °C

4: 43 percent / pyridine / CHCl₃ / 19 h / 20 °C

With pyridine; sodium azide; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.12.061