(S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate

Base Information

• Chemical Name: (S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate
• CAS No.: 1017238-28-6
• Molecular Formula: C₂₁H₂₂N₂O₅
• Molecular Weight: 382.416
• Mol file: 1017238-28-6.mol

Synonyms:(S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate

Chemical Property of (S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate

There total 1 articles about (S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate 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: 64.7%

6-methoxylindole (3189-13-7) + (S)-2-methoxycarbonyl-1-benzyloxycarbonylaziridine (104597-98-0) → (S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate (1017238-28-6)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 20 ℃; for 24h; Darkness; Inert atmosphere;

Reference yield: 63.5%

(S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate (1017238-28-6) + (S)-methyl 2-amino-3-(6-methoxy-1H-indol-3-yl)propanoate (107447-04-1) + isovaleraldehyde (590-86-3) → (1S,3R)-methyl-1-isobutyl-7-methoxy-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylate + (1S,3S)-methyl-1-isobutyl-7-methoxy-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylate (107447-05-2)

Guidance literature:

(S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate; With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 24h;

(S)-methyl 2-amino-3-(6-methoxy-1H-indol-3-yl)propanoate; isovaleraldehyde; With trifluoroacetic acid; In dichloromethane; at -30 - -25 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.bmcl.2015.11.077

Reference yield:

(S)-methyl 2-{[(benzyloxy)carbonyl]amino}-3-(6-methoxy-1H-indol-3-yl)propanoate (1017238-28-6) → (S)-methyl 2-amino-3-(6-methoxy-1H-indol-3-yl)propanoate (107447-04-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h;

DOI:10.1016/j.tetlet.2007.12.130

upstream raw materials:

6-methoxylindole

(S)-2-methoxycarbonyl-1-benzyloxycarbonylaziridine

Downstream raw materials:

(S)-methyl 2-amino-3-(6-methoxy-1H-indol-3-yl)propanoate

(3S,6S,12aS)-6-isobutyl-9-methoxy-3-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

(1S,3S)-methyl-1-isobutyl-7-methoxy-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylate