L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine

Base Information

Chemical Name:L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine
CAS No.:296774-61-3
Molecular Formula:C₂₃H₂₈N₂O₆
Molecular Weight:428.485
Hs Code.:

L-N<sup>α</sup>-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine

Synonyms:L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine

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Chemical Property of L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine

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Technology Process of L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine

There total 12 articles about L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine 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: 99.0%

: 296774-60-2
4-(4-benzyloxycarbonylamino-phenyl)-2-tert-butoxycarbonylamino-butyric acid methyl ester

: 296774-61-3
L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 3h;
DOI:10.1016/S0968-0896(00)00097-3

Reference yield: 72.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: L-N^α-(tert-butoxycarbonyl)-4-amino-homophenylalanine

: 296774-61-3
L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine

Guidance literature:: With sodium hydroxide; In water;

Reference yield:

: 221243-01-2,185062-84-4
(S)-homotyrosine

: 296774-61-3
L-N^α-(tert-butoxycarbonyl)-4-(N-benzyloxycarbonylamino)-homophenylalanine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 98 percent / SOCl₂ / 6 h / Heating

2.1: 67 percent / NaHCO₃ / dioxane / 25 °C

3.1: 82 percent / TEA / 25 °C

4.1: 82 percent / KOAc; DPPF / Pd(OAc)2 / dimethylformamide / 16 h / 60 °C

5.1: DPPA; TEA / tetrahydrofuran / 2 h / 60 °C

5.2: 61 percent / toluene / 4 h / 110 °C

6.1: 99 percent / LiOH / tetrahydrofuran; H₂O / 3 h / 0 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; lithium hydroxide; thionyl chloride; TEA; diphenyl-phosphinic acid; potassium acetate; sodium hydrogencarbonate; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 1.1: Esterification / 2.1: Acylation / 3.1: Substitution / 4.1: Carbonylation / 5.1: Substitution / 5.2: Rearrangement / 6.1: Hydrolysis;
DOI:10.1016/S0968-0896(00)00097-3