(S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid

Base Information

• Chemical Name: (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid
• CAS No.: 136015-53-7
• Molecular Formula: C₃₇H₄₇N₅O₈
• Molecular Weight: 689.809
• Mol file: 136015-53-7.mol

Synonyms:(S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid

Chemical Property of (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid

There total 8 articles about (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic 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:

di-tert-butyl dicarbonate (24424-99-5) → (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid (136015-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 0.5 N aq. NaOH / dioxane / pH 10

2: benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP), NMM / dimethylformamide / 1 h / Ambient temperature

3: 93 percent / H₂ / 10percent Pd/C / dimethylformamide; methanol / 6 h / 760 Torr / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(91)90056-S

Reference yield:

diethyl (N-acetylamino)[(1-naphthyl)methyl]malonate (5440-57-3) → (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid (136015-53-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 87 percent / 1 M NaOH / aq. ethanol / 6 h / Ambient temperature

2: 94 percent / 0.17 h / 160 °C

3: 97 percent

4: 53 percent / 6 N aq. HCl / 2 h / Heating

5: 100 percent / 0.5 N aq. NaOH / dioxane / pH 10

6: benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP), NMM / dimethylformamide / 1 h / Ambient temperature

7: 93 percent / H₂ / 10percent Pd/C / dimethylformamide; methanol / 6 h / 760 Torr / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(91)90056-S

Reference yield:

(S)-2-tert-butoxycarbonylamino-3-naphthalen-1-yl-propionic acid (55447-00-2,76932-48-4,103190-32-5,104882-22-6) → (S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-1-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid (136015-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP), NMM / dimethylformamide / 1 h / Ambient temperature

2: 93 percent / H₂ / 10percent Pd/C / dimethylformamide; methanol / 6 h / 760 Torr / Ambient temperature

With 4-methyl-morpholine; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(91)90056-S

upstream raw materials:

di-tert-butyl dicarbonate

diethyl (N-acetylamino)[(1-naphthyl)methyl]malonate

(S)-2-tert-butoxycarbonylamino-3-naphthalen-1-yl-propionic acid

(S)-2-Acetylamino-3-naphthalen-1-yl-propionic acid

Downstream raw materials:

(S)-3-{(S)-2-[(S)-2-(2-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-hexanoylamino}-acetylamino)-3-naphthalen-1-yl-propionylamino]-hexanoylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid

(S)-3-{(S)-2-[(S)-2-(2-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-sulfooxy-phenyl)-propionylamino]-hexanoylamino}-acetylamino)-3-naphthalen-1-yl-propionylamino]-hexanoylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid