(3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

Base Information

Chemical Name:(3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester
CAS No.:1008776-84-8
Molecular Formula:C₂₅H₃₃NO₆
Molecular Weight:443.54
Hs Code.:

Synonyms:(3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

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Technology Process of (3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

There total 3 articles about (3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid 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: 39.0%

: 82689-15-4
O-benzyl-N-(tert-butoxycarbonyl)-L-tyrosinal

: 141-78-6
ethyl acetate

: 1008777-00-1
(3R,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

: 1008776-84-8
(3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

Guidance literature:: ethyl acetate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

O-benzyl-N-(tert-butoxycarbonyl)-L-tyrosinal; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Further stages.;
DOI:10.1016/j.bmcl.2007.11.005

Reference yield:

: 1108593-76-5
3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester

: 1008777-00-1
(3R,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

: 1008776-84-8
(3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

Guidance literature:: With sodium tetrahydroborate; In ethanol; at -78 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.3987/COM-08-S(N)108

Reference yield:

: 1108593-76-5
3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester

: 1008776-84-8
(3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester

Guidance literature:: With sodium tetrahydroborate; In ethanol; at -78 ℃; for 9h; optical yield given as %de; Inert atmosphere;
DOI:10.3987/COM-08-S(N)108