(S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester

Base Information

Chemical Name:(S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester
CAS No.:52816-30-5
Molecular Formula:C₂₀H₃₀N₂O₆
Molecular Weight:394.468
Hs Code.:

Synonyms:(S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester

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Chemical Property of (S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester

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Technology Process of (S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester

There total 18 articles about (S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic 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: 86.0%

: C₂₁H₂₉Cl₃N₂O₇

: 108-24-7
acetic anhydride

: 52816-30-5
(S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester

Guidance literature:: With acetic acid; zinc; at 20 ℃; for 24h;
DOI:10.3987/COM-14-S(K)67

Reference yield: 81.0%

: 52816-29-2
N²-(tert-butoxycarbonyl)-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithine

: 6257-10-9
N,N'-dicyclohexyl-O-methyl isourea

: 52816-30-5
(S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester

Guidance literature:: In tetrachloromethane; for 2h; Heating;
DOI:10.1021/jo00187a023

Reference yield:

: 24277-39-2
N-tert-butoxycarbonyl glutamic acid tert-butyl ester

: 52816-30-5
(S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NEt₃, 2.) NaBH₄ / 1.) THF, 1 h, -5 deg C, 2.) H₂O, 4 h, 0 deg C -> room temperature

2: 66 percent / PPh₃, DEAD / tetrahydrofuran / 5 h / Ambient temperature

3: 55 percent / H₂ / 5percent Pd/C / ethyl acetate / 760 Torr / 1.) 1.5 h, 0 deg C, 2.) 2.5 h, room temperature

4: 57 percent / CF₃COOH / 1 h / Ambient temperature

5: 85 percent / NEt₃ / tetrahydrofuran; H₂O / 16 h / Ambient temperature

6: 81 percent / CCl₄ / 2 h / Heating

With sodium tetrahydroborate; hydrogen; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; water; ethyl acetate;
DOI:10.1021/jo00187a023