ethyl N-(N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-L-lysyl)-D-glutamate

Base Information

• Chemical Name: ethyl N-(N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-L-lysyl)-D-glutamate
• CAS No.: 116586-51-7
• Molecular Formula: C₂₆H₃₉N₃O₉
• Molecular Weight: 537.61

Synonyms:ethyl N-(N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-L-lysyl)-D-glutamate

Chemical Property of ethyl N-(N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-L-lysyl)-D-glutamate

Chemical Property:

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Technology Process of ethyl N-(N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-L-lysyl)-D-glutamate

There total 1 articles about ethyl N-(N²-benzyloxycarbonyl-N⁶-tert-butoxycarbonyl-L-lysyl)-D-glutamate 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: 93.0%

Z-Lys(-Boc)-Osu (3338-34-9) + α-ethyl D-glutamate (97975-66-1) → ethyl N-(N2-benzyloxycarbonyl-N6-tert-butoxycarbonyl-L-lysyl)-D-glutamate (116586-51-7)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water;

DOI:10.1248/cpb.37.2417

Reference yield: 70.0%

ethyl N-(N2-benzyloxycarbonyl-N6-tert-butoxycarbonyl-L-lysyl)-D-glutamate (116586-51-7) + (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, methyl ester, hydrochloride (78183-55-8) → (S)-2-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-ethoxycarbonyl-butyryl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester (127413-80-3)

Guidance literature:

With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1248/cpb.37.2417

Reference yield:

benzyl (1R*,3R*,5R*)-2-azabicyclo<3.3.0>octane-3-carboxylate (93779-31-8,94498-85-8,103667-56-7,129101-19-5,129939-66-8,129939-67-9,130609-48-2) + ethyl N-(N2-benzyloxycarbonyl-N6-tert-butoxycarbonyl-L-lysyl)-D-glutamate (116586-51-7) → (2R,3aR,6aR)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-ethoxycarbonyl-butyryl]-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester

Guidance literature:

With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1248/cpb.37.2417

upstream raw materials:

Z-Lys(-Boc)-Osu

α-ethyl D-glutamate

Downstream raw materials:

(S)-2-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-ethoxycarbonyl-butyryl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester

N-(N²-benzyloxycarbonyl-L-lysyl-γ-D-glutamyl)-N-cyclopentylglycine

N-(N²-benzyloxycarbonyl-L-lysyl-γ-D-glutamyl)-N-cyclooctylglycine

(1R^*,3R^*,5R^*)-2-(N²-benzyloxycarbonyl-L-lysyl-γ-D-glutamyl)-2-azabicyclo<3.3.0>octane-3-carboxylic acid

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