(2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

Base Information

Chemical Name:(2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester
CAS No.:175291-55-1
Molecular Formula:C₃₆H₃₃Cl₃NO₉P
Molecular Weight:760.992
Hs Code.:

(2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

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Chemical Property of (2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

Chemical Property:

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Technology Process of (2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

There total 7 articles about (2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl 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:

Reference yield:

: (2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphanyloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

: 175291-55-1
(2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h;
DOI:10.1246/bcsj.69.465

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 175291-55-1
(2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) Et₃N / 1.) hexane, reflux, 3 d, 2.) hexane, RT, 2.5 h

2: 73 percent / 1H-tetrazole / CH₂Cl₂ / 2 h / Ambient temperature

3: 1H-tetrazole / tetrahydrofuran / 1.5 h / Ambient temperature

4: 80percent mCPBA / tetrahydrofuran / 0.67 h / 0 - 20 °C

With 1H-tetrazole; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.69.465

Reference yield:

: 73731-37-0
Fmoc-Thr-OH

: 175291-55-1
(2S,3R)-3-[Benzyloxy-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) dicyclohexylamine, 2.) Et₃N / 1.) AcOEt, 2 h, 2.) DMF, RT, 3.5 h

2: 1H-tetrazole / tetrahydrofuran / 1.5 h / Ambient temperature

3: 80percent mCPBA / tetrahydrofuran / 0.67 h / 0 - 20 °C

With 1H-tetrazole; triethylamine; N-cyclohexyl-cyclohexanamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran;
DOI:10.1246/bcsj.69.465