methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-carboxylate

Base Information

Chemical Name:methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-carboxylate
CAS No.:1071520-11-0
Molecular Formula:C₁₆H₂₀FNO₂
Molecular Weight:277.339
Hs Code.:

Synonyms:methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-carboxylate

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Chemical Property of methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-carboxylate

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Technology Process of methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-carboxylate

There total 4 articles about methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-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: 87.0%

: 1071520-09-6
methyl (1S,2S,3R,4R)-3-aminobicyclo[2.2.1]heptane-2-carboxylate hydrochloride

: 459-57-4
4-fluorobenzaldehyde

: 1071520-11-0
methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: With sodium acetate; sodium cyanoborohydride; In methanol; at 25 ℃; for 16h; Molecular sieve;

Reference yield:

: 96243-74-2
(1S,2R,3S,4R)-3-(methoxycarbonyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

: 1071520-11-0
methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; sodium azide; benzyl alcohol / dichloromethane; ethyl acetate; benzene; water; tetrahydrofuran

2: hydrogenchloride / palladium / ethyl acetate; 1,4-dioxane; diethyl ether

3: sodium acetate; sodium cyanoborohydride / silica gel / ethyl acetate; sodium hydrogencarbonate; methanol

With hydrogenchloride; sodium azide; sodium acetate; sodium cyanoborohydride; triethylamine; benzyl alcohol; silica gel; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; sodium hydrogencarbonate; ethyl acetate; benzene;

Reference yield:

: 129-64-6
3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

: 1071520-11-0
methyl (1S,2S,3R,4R)-3-[(4-fluorobenzyl)amino]bicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: quinindine / toluene; tetrachloromethane / Inert atmosphere

1.2: -55 - 25 °C

2.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0 °C / Inert atmosphere

2.2: 0 - 25 °C

3.1: hydrogen / 5%-palladium/activated carbon / ethyl acetate / 2 h / 25 °C

4.1: sodium acetate; sodium cyanoborohydride / methanol / 16 h / 25 °C / Molecular sieve

With hydrogen; sodium acetate; quinindine; chloroformic acid ethyl ester; sodium cyanoborohydride; triethylamine; 5%-palladium/activated carbon; In tetrahydrofuran; methanol; tetrachloromethane; ethyl acetate; toluene;