(2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl ester

Base Information

Chemical Name:(2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl ester
CAS No.:357617-23-3
Molecular Formula:C₂₉H₃₂FNO₇
Molecular Weight:525.574
Hs Code.:

Synonyms:(2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl ester

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Chemical Property of (2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl ester

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Technology Process of (2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl ester

There total 7 articles about (2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl 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: 76.0%

: 357617-21-1
(4S,5R)-5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-oxooxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

: 357617-23-3
(2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl ester

Guidance literature:: With caesium carbonate; In methanol; at 20 ℃; for 3.5h;
DOI:10.1021/jo010327y

Reference yield:

: 4248-19-5
tert-butyl carbazate

: (E)-3-(4,5-Bis-benzyloxy-2-fluoro-phenyl)-acrylic acid methyl ester

: 357617-23-3
(2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl ester

: 3-(4,5-bis-benzyloxy-2-fluoro-phenyl)-3-tert-butoxycarbonylamino-2-hydroxy-propionic acid methyl ester

: (2R,3S)-3-(4,5-Bis-benzyloxy-2-fluoro-phenyl)-2-tert-butoxycarbonylamino-3-hydroxy-propionic acid methyl ester

Guidance literature:: With sodium hydroxide; potassium dioxotetrahydroxoosmate(VI); tert-butylhypochlorite; hydroquinidine anthraquinone-1,4-diyl diether; In water; acetonitrile; at 20 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(01)01816-0

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 357617-23-3
(2S,3R)-3-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-tert-butoxycarbonylamino-3-hydroxypropionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / DMAP / CH₂Cl₂ / 1 h / 20 °C

2: 87 percent / Hg(OAc)2 / CH₂Cl₂ / 0 - 20 °C

3: 76 percent / Cs₂CO₃ / methanol / 3.5 h / 20 °C

With dmap; mercury(II) diacetate; caesium carbonate; In methanol; dichloromethane;
DOI:10.1021/jo010327y