Technology Process of (S)-2-[(Z)-(1R,2R)-2-Acetoxy-4-acetylamino-1-(4-methoxy-benzyloxy)-4-methoxycarbonyl-but-3-enyl]-aziridine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester
There total 14 articles about (S)-2-[(Z)-(1R,2R)-2-Acetoxy-4-acetylamino-1-(4-methoxy-benzyloxy)-4-methoxycarbonyl-but-3-enyl]-aziridine-1-carboxylic acid 9H-fluoren-9-ylmethyl 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 12 steps
1.1: 84 percent / NaH
2.1: 74 percent / NaN3; aq. NH4Cl / 2-methoxy-ethanol
3.1: Ph3P; H2O / toluene
4.1: Et3N
5.1: 96 percent / Et3N
6.1: 74 percent / HCl; MeOH
7.1: 99 percent / pyridine
8.1: 100 percent / KO-t-Bu / tetrahydrofuran / -50 °C
9.1: O3
9.2: (CH3)2S
10.1: 67 percent / KO-t-Bu / -65 °C
11.1: H2 / Pd/C
With
pyridine; hydrogenchloride; methanol; sodium azide; potassium tert-butylate; water; hydrogen; sodium hydride; ammonium chloride; ozone; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; 2-methoxy-ethanol; toluene;
1.1: Alkylation / 2.1: Addition / 3.1: Reduction / 4.1: N-acylation / 5.1: mesylation / 6.1: methanolysis / 7.1: Acetylation / 8.1: Cyclization / 9.1: ozonization / 9.2: Reduction / 10.1: olefination / 11.1: Hydrogenolysis / 12.1: Acylation;
DOI:10.1021/ja992274w
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: 90 percent / L-(+)-DIPT; t-BuOOH; Ti(O-i-Pr)4 / -10 °C
2.1: 84 percent / NaH
3.1: 74 percent / NaN3; aq. NH4Cl / 2-methoxy-ethanol
4.1: Ph3P; H2O / toluene
5.1: Et3N
6.1: 96 percent / Et3N
7.1: 74 percent / HCl; MeOH
8.1: 99 percent / pyridine
9.1: 100 percent / KO-t-Bu / tetrahydrofuran / -50 °C
10.1: O3
10.2: (CH3)2S
11.1: 67 percent / KO-t-Bu / -65 °C
12.1: H2 / Pd/C
With
pyridine; titanium(IV) isopropylate; hydrogenchloride; methanol; tert.-butylhydroperoxide; sodium azide; L-(+)-diisopropyl tartrate; potassium tert-butylate; water; hydrogen; sodium hydride; ammonium chloride; ozone; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; 2-methoxy-ethanol; toluene;
1.1: asymmetric epoxidation / 2.1: Alkylation / 3.1: Addition / 4.1: Reduction / 5.1: N-acylation / 6.1: mesylation / 7.1: methanolysis / 8.1: Acetylation / 9.1: Cyclization / 10.1: ozonization / 10.2: Reduction / 11.1: olefination / 12.1: Hydrogenolysis / 13.1: Acylation;
DOI:10.1021/ja992274w
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 84 percent / NaH
2.1: 74 percent / NaN3; aq. NH4Cl / 2-methoxy-ethanol
3.1: Ph3P; H2O / toluene
4.1: Et3N
5.1: 96 percent / Et3N
6.1: 74 percent / HCl; MeOH
7.1: 99 percent / pyridine
8.1: 100 percent / KO-t-Bu / tetrahydrofuran / -50 °C
9.1: O3
9.2: (CH3)2S
10.1: 67 percent / KO-t-Bu / -65 °C
11.1: H2 / Pd/C
With
pyridine; hydrogenchloride; methanol; sodium azide; potassium tert-butylate; water; hydrogen; sodium hydride; ammonium chloride; ozone; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; 2-methoxy-ethanol; toluene;
1.1: Alkylation / 2.1: Addition / 3.1: Reduction / 4.1: N-acylation / 5.1: mesylation / 6.1: methanolysis / 7.1: Acetylation / 8.1: Cyclization / 9.1: ozonization / 9.2: Reduction / 10.1: olefination / 11.1: Hydrogenolysis / 12.1: Acylation;
DOI:10.1021/ja992274w
