Technology Process of N-Cbz-D-Ser[N-Me-Boc-Val]-(S)-β-L-triisopropylsilyloxy-Pip-Gly-Sar allyl ester
There total 17 articles about N-Cbz-D-Ser[N-Me-Boc-Val]-(S)-β-L-triisopropylsilyloxy-Pip-Gly-Sar allyl 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:
-
With
triethylphosphine;
In
toluene;
at 70 ℃;
for 48h;
Overall yield = 68 %; Overall yield = 550 mg; diastereoselective reaction;
Inert atmosphere;
DOI:10.1021/ol403319m
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere
2.1: borane-THF / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
2.2: 12 h / 0 - 20 °C
3.1: triethylamine; trimethylamine hydrochloride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
4.1: tetra-(n-butyl)ammonium iodide; sodium azide / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere
5.1: zinc dibromide / methanol; dichloromethane / 30 h / 0 - 20 °C / Inert atmosphere
6.1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / 0.5 h / 20 °C / Inert atmosphere
7.1: triethylphosphine / toluene; tetrahydrofuran / 30 h / 0 - 20 °C / Inert atmosphere
8.1: triethylphosphine / toluene / 48 h / 70 °C / Inert atmosphere
With
2,6-dimethylpyridine; sodium azide; borane-THF; sulfur trioxide pyridine complex; trimethylamine hydrochloride; tetra-(n-butyl)ammonium iodide; dimethyl sulfoxide; triethylamine; zinc dibromide; triethylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
8.1: |Ugi Condensation;
DOI:10.1021/ol403319m
- Guidance literature:
-
Multi-step reaction with 3 steps
1: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / 0.5 h / 20 °C / Inert atmosphere
2: triethylphosphine / toluene; tetrahydrofuran / 30 h / 0 - 20 °C / Inert atmosphere
3: triethylphosphine / toluene / 48 h / 70 °C / Inert atmosphere
With
sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; triethylphosphine;
In
tetrahydrofuran; toluene;
3: |Ugi Condensation;
DOI:10.1021/ol403319m