adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid

Base Information

• Chemical Name: adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid
• CAS No.: 895167-07-4
• Molecular Formula: C₃₁H₄₄N₂O₈
• Molecular Weight: 572.699

Synonyms:adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid

Chemical Property of adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid

Chemical Property:

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Technology Process of adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid

There total 1 articles about adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid 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:

(S)-2-(tert-butoxycarbonylamino)-3-(4-(tert-butoxycarbonyloxy)phenyl)propanoic acid (20866-48-2) + rac-2-(1-adamantyl)glycine hydrochloride → adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid (895167-07-4)

Guidance literature:

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm051026+

Reference yield: 57.0%

adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid (895167-07-4) + glycine (56-40-6,18875-39-3,25718-94-9) → {2-adamantan-1-yl-2-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetylamino}-acetic acid (895167-13-2)

Guidance literature:

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm051026+

Reference yield:

adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid (895167-07-4) → R-amino-(1-adamantanyl)acetic acid (59768-71-7,60256-21-5,95853-35-3,100926-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. TFA; anisole / 0.5 h / 20 °C

2: aq. HCl / 24 h / 110 °C

With hydrogenchloride; methoxybenzene; trifluoroacetic acid;

DOI:10.1021/jm051026+

upstream raw materials:

(S)-2-(tert-butoxycarbonylamino)-3-(4-(tert-butoxycarbonyloxy)phenyl)propanoic acid

Downstream raw materials:

(R)-Adamantan-1-yl-[(S)-2-amino-3-(4-hydroxy-phenyl)-propionylamino]-acetic acid

(S)-Adamantan-1-yl-[(S)-2-amino-3-(4-hydroxy-phenyl)-propionylamino]-acetic acid

{2-adamantan-1-yl-2-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetylamino}-acetic acid

(S)-2-[(S)-2-(2-{2-Adamantan-1-yl-2-[(S)-2-amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methylsulfanyl-butyric acid

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