3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester

Base Information

• Chemical Name: 3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester
• CAS No.: 1108593-76-5
• Molecular Formula: C₂₅H₃₁NO₆
• Molecular Weight: 441.524
• Mol file: 1108593-76-5.mol

Synonyms:3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester

Chemical Property of 3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester

There total 1 articles about 3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic 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: 68.0%

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) + ethyl acetate (141-78-6) → 3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester (1108593-76-5)

Guidance literature:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃;

ethyl acetate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.3987/COM-08-S(N)108

Reference yield:

3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester (1108593-76-5) → (3R,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester (1008777-00-1) + (3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester (1008776-84-8)

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:

3-(tert-butoxycarbonylamino)-2-oxo-4-(benzyloxy)benzenepentanoic acid ethyl ester (1108593-76-5) → (3S,4S)-5-[4-(benzyloxy)phenyl]-4-(tert-butoxycarbonylamino)-3-hydroxypentanoic acid ethyl ester (1008776-84-8)

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

upstream raw materials:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

ethyl acetate

Downstream raw materials:

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

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