tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate

Base Information

• Chemical Name: tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate
• CAS No.: 105259-96-9
• Molecular Formula: C₂₈H₄₄N₂O₆
• Molecular Weight: 504.667

Synonyms:tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate

Chemical Property of tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate

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Technology Process of tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate

There total 3 articles about tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate 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:

ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-oxohexanoate (99198-61-5) + L-alanine tert butyl ester (105259-95-8) → tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate (105259-96-9)

Guidance literature:

With sodium acetate; sodium cyanoborohydride; acetic acid; In ethanol; water;

Reference yield:

ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-oxohexanoate (99198-61-5) + L-alanine tert butyl ester (105259-95-8) → tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate (105259-96-9) + tert-butyl-N-<(1S)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate (105259-97-0)

Guidance literature:

With sodium acetate; sodium cyanoborohydride; acetic acid; Yield given. Multistep reaction. Yields of byproduct given; 1.) EtOH, 1 h, 2.) EtOH, overnight;

DOI:10.1248/cpb.42.580

Reference yield:

tert-butyl L-alaninate hydrochloride (13404-22-3) + ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-oxohexanoate (99198-61-5) → tert-butyl-N-<(1R)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate (105259-96-9) + tert-butyl-N-<(1S)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate (105259-97-0)

Guidance literature:

With molecular sieve; sodium cyanoborohydride; Multistep reaction; 1) EtOH, 1 h;

upstream raw materials:

tert-butyl L-alaninate hydrochloride

ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-oxohexanoate

L-alanine tert butyl ester

Downstream raw materials:

4-[(R)-5-((S)-1-Carboxy-ethylamino)-5-ethoxycarbonyl-pentyl]-piperidine-1-carboxylic acid benzyl ester

tert-butyl N--L-alanyl>-N-(2-indanyl)glycinate

(2S,3aS,7aS)-1-{(S)-2-[(R)-5-(1-Benzyloxycarbonyl-piperidin-4-yl)-1-ethoxycarbonyl-pentylamino]-propionyl}-octahydro-indole-2-carboxylic acid tert-butyl ester

4-{(R)-5-[(S)-2-((S)-2-Benzyloxycarbonyl-pyrrolidin-1-yl)-1-methyl-2-oxo-ethylamino]-5-ethoxycarbonyl-pentyl}-piperidine-1-carboxylic acid benzyl ester

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