methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate

Base Information

• Chemical Name: methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate
• CAS No.: 949463-56-3
• Molecular Formula: C₃₆H₃₈N₂O₇
• Molecular Weight: 610.707
• Mol file: 949463-56-3.mol

Synonyms:methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate

Chemical Property of methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate

There total 1 articles about methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate 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: 84.0%

Z-L-GluOMe (5672-83-3) + <2-<3,5-bis(benzyloxy)phenyl>ethyl>amine (188662-05-7) → methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate (949463-56-3)

Guidance literature:

With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1021/jo070560h

Reference yield:

methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate (949463-56-3) → C36H36O6N2

Guidance literature:

With trichlorophosphate; In chloroform; at 70 ℃; for 3h;

DOI:10.1021/jo070560h

Reference yield:

methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate (949463-56-3) → (3S,11bS)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one (949463-53-0)

Guidance literature:

Multi-step reaction with 7 steps

1: POCl₃ / CHCl₃ / 3 h / 70 °C

2: sodium cyanoborohydride; acetic acid / CH₂Cl₂ / 1.5 h / 0 °C

3: 860 mg / sodium hydrogen carbonate / CH₂Cl₂; H₂O / 3 h / 20 °C

4: H₂ / Pd/C / methanol / 5 h / 20 °C / atmospheric pressure

5: 1.08 g / methanol / 5 h / 20 °C

6: 92 percent / Cs₂CO₃; tetrabutylammonium iodide / dimethylformamide / 1 h / 0 °C

7: 95 percent / aq. HCl / ethyl acetate / 3 h / 20 °C

With hydrogenchloride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium cyanoborohydride; sodium hydrogencarbonate; caesium carbonate; acetic acid; trichlorophosphate; palladium on activated charcoal; In methanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; 1: Bischler-Napieralski reaction;

DOI:10.1021/jo070560h

upstream raw materials:

Z-L-GluOMe

<2-<3,5-bis(benzyloxy)phenyl>ethyl>amine

Downstream raw materials:

(-)-(3S,11bS)-3-(tert-butoxycarbonylamino)-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

benzyl (3S,11bR)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-ylcarbamate

(+)-(3S,11bR)-3-(tert-butoxycarbonylamino)-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

(3S,11bS)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one