(3S,12aS)-3-(4'-benzyloxycarbonylaminobutyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Base Information

• Chemical Name: (3S,12aS)-3-(4'-benzyloxycarbonylaminobutyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione
• CAS No.: 945651-07-0
• Molecular Formula: C₂₆H₂₈N₄O₄
• Molecular Weight: 460.533
• Mol file: 945651-07-0.mol

Synonyms:

Chemical Property of (3S,12aS)-3-(4'-benzyloxycarbonylaminobutyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,12aS)-3-(4'-benzyloxycarbonylaminobutyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

There total 10 articles about (3S,12aS)-3-(4'-benzyloxycarbonylaminobutyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione 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:

N-((3S)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxyl)-L-(Z)lysine (900866-19-5) → (3S,12aS)-3-(4'-benzyloxycarbonylaminobutyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione (945651-07-0)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 18h; pH=8 - 9;

DOI:10.1016/j.tet.2007.04.045

Reference yield:

(3S)-2-[Boc-L-lysinyl(Z)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester (944073-03-4) → (3S,12aS)-3-(4'-benzyloxycarbonylaminobutyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione (945651-07-0)

Guidance literature:

(3S)-2-[Boc-L-lysinyl(Z)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester; With hydrogenchloride; In ethyl acetate; at 0 - 20 ℃;

With triethylamine; In methanol; at 20 ℃; for 1h; Further stages.;

DOI:10.1016/j.tet.2007.04.045

Reference yield:

(3S)-N-[Boc-L-lysinyl(Bzl)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid benzyl ester → (3S,12aS)-3-(4'-benzyloxycarbonylaminobutyl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione (945651-07-0)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2007.06.012

upstream raw materials:

N-((3S)-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxyl)-L-(Z)lysine

(3S)-2-[Boc-L-lysinyl(Z)]-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester

N-((3S)-2-N-Boc-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxyl)-L-(Z)lysine

N-((3S)-2-N-Boc-1,2,3,4-tetrahydro-9H-β-carboline-3-carboxyl)-L-(Z)lysine methyl ester