(2R,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylselanyl-butyric acid benzhydryl ester

Base Information

Chemical Name:(2R,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylselanyl-butyric acid benzhydryl ester
CAS No.:425399-88-8
Molecular Formula:C₃₈H₃₃NO₄Se
Molecular Weight:646.644
Hs Code.:

Synonyms:(2R,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylselanyl-butyric acid benzhydryl ester

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Chemical Property of (2R,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylselanyl-butyric acid benzhydryl ester

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Technology Process of (2R,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylselanyl-butyric acid benzhydryl ester

There total 2 articles about (2R,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylselanyl-butyric acid benzhydryl 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: 83.0%

: 645-96-5
Benzeneselenol

: 425399-87-7
(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(toluene-4-sulfonyloxy)-butyric acid benzhydryl ester

: 425399-88-8
(2R,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylselanyl-butyric acid benzhydryl ester

Guidance literature:: Benzeneselenol; With potassium hydroxide; In methanol; at 20 ℃; for 0.166667h;

(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(toluene-4-sulfonyloxy)-butyric acid benzhydryl ester; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h; Further stages.;
DOI:10.1021/ol025629g

Reference yield:

: 73731-37-0
Fmoc-Thr-OH

: 425399-88-8
(2R,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylselanyl-butyric acid benzhydryl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / PhI(OAc)2; I₂

2.1: 70 percent / pyridine / 48 h / 0 °C

3.1: KOH / methanol / 0.17 h / 20 °C

3.2: 83 percent / dimethylformamide / 4 h / 0 - 20 °C

With pyridine; potassium hydroxide; [bis(acetoxy)iodo]benzene; iodine; In methanol;
DOI:10.1021/ol025629g