Technology Process of 3-Chloro-benzoic acid (1S,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-oxo-cyclohex-3-enyl ester
There total 13 articles about 3-Chloro-benzoic acid (1S,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-oxo-cyclohex-3-enyl 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:
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 1.) n-BuLi / 1.) THF, 2.) THF
2: POCl3, DBU, pyridine
3: H2 / Pd/C
4: H3O(1+), MeOH
5: lithium (+)-bis(α-methylbenzyl)amide, LiCl / tetrahydrofuran / -78 °C
6: TMSN3, (PhIO)n / CH2Cl2 / -15 °C
7: LiAlH4 / diethyl ether
8: pyridine
9: imidazole / CH2Cl2
10: H3O+
11: t-BuOK / hexamethylphosphoric acid triamide / 90 °C
12: Et3N
14: H2O2, pyridine
With
pyridine; 1H-imidazole; methanol; lithium aluminium tetrahydride; n-butyllithium; trimethylsilylazide; (+)-bis(α-methylbenzyl)amine lithium salt; (PhIO)n; oxonium; potassium tert-butylate; hydrogen; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.1021/ja980407s
- Guidance literature:
-
Multi-step reaction with 12 steps
1: H2 / Pd/C
2: H3O(1+), MeOH
3: lithium (+)-bis(α-methylbenzyl)amide, LiCl / tetrahydrofuran / -78 °C
4: TMSN3, (PhIO)n / CH2Cl2 / -15 °C
5: LiAlH4 / diethyl ether
6: pyridine
7: imidazole / CH2Cl2
8: H3O+
9: t-BuOK / hexamethylphosphoric acid triamide / 90 °C
10: Et3N
12: H2O2, pyridine
With
pyridine; 1H-imidazole; methanol; lithium aluminium tetrahydride; trimethylsilylazide; (+)-bis(α-methylbenzyl)amine lithium salt; (PhIO)n; oxonium; potassium tert-butylate; hydrogen; dihydrogen peroxide; triethylamine; lithium chloride;
palladium on activated charcoal;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.1021/ja980407s
- Guidance literature:
-
Multi-step reaction with 13 steps
1: POCl3, DBU, pyridine
2: H2 / Pd/C
3: H3O(1+), MeOH
4: lithium (+)-bis(α-methylbenzyl)amide, LiCl / tetrahydrofuran / -78 °C
5: TMSN3, (PhIO)n / CH2Cl2 / -15 °C
6: LiAlH4 / diethyl ether
7: pyridine
8: imidazole / CH2Cl2
9: H3O+
10: t-BuOK / hexamethylphosphoric acid triamide / 90 °C
11: Et3N
13: H2O2, pyridine
With
pyridine; 1H-imidazole; methanol; lithium aluminium tetrahydride; trimethylsilylazide; (+)-bis(α-methylbenzyl)amine lithium salt; (PhIO)n; oxonium; potassium tert-butylate; hydrogen; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.1021/ja980407s
