Technology Process of (2R,3S)-N-tert-butyloxycarbonyl-3-benzylaspartic acid dimethyl ester
There total 1 articles about (2R,3S)-N-tert-butyloxycarbonyl-3-benzylaspartic acid dimethyl 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:
-
(2R)-2-tert-butoxycarbonylamino-succinic acid dimethyl ester;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 2h;
benzyl bromide;
In
tetrahydrofuran; hexane;
for 6h;
Further stages.;
DOI:10.1021/jo0014055
- Guidance literature:
-
(2R,3S)-N-tert-butyloxycarbonyl-3-benzylaspartic acid dimethyl ester;
With
acetyl chloride;
In
methanol;
at 0 ℃;
for 3h;
In
water;
at 70 ℃;
for 3h;
Further stages.;
DOI:10.1021/jo0014055
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: acetyl chloride / methanol / 3 h / 0 °C
1.2: CuCO3*Cu(OH)2 / H2O / 3 h / 70 °C
2.1: Na2CO3 / H2O / 4 h / 20 °C
3.1: DCC / 1,2-dimethoxy-ethane
4.1: NaBH4 / tetrahydrofuran / 18 h / 0 - 20 °C
5.1: 79 percent / DEAD; PPh3 / tetrahydrofuran / 3 h / 0 °C
6.1: 97 percent / H2 / Pd/C / methanol / 2 h
With
sodium tetrahydroborate; hydrogen; sodium carbonate; acetyl chloride; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; water;
5.1: Intramolecular Mitsunobu reaction;
DOI:10.1021/jo0014055
