4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate

Base Information

• Chemical Name: 4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate
• CAS No.: 144876-83-5
• Molecular Formula: C₄₃H₄₆N₆O₉
• Molecular Weight: 790.873
• Mol file: 144876-83-5.mol

Synonyms:4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate

Chemical Property of 4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate

There total 7 articles about 4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate 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: 77.0%

(S)-1-benzyl 4-methyl 2-aminosuccinate (51298-61-4) + -6-(1H-indol-3-ylmethyl)-6-methyl-4,7,12-trioxo-10,14-diphenyl-13-oxa-3,5,8,11-tetraazatetradecanoic acid (144876-76-6) → 4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate (144876-83-5)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

DOI:10.1016/S0040-4020(01)86596-0

Reference yield:

(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid (7362-93-8) → 4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate (144876-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / SOCl₂ / 17 h / Heating

2: 77 percent / BOP, i-Pr₂NEt / dimethylformamide / 12 h / 25 °C

With thionyl chloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)86596-0

Reference yield:

((S)-2-Amino-1-phenyl-ethyl)-carbamic acid benzyl ester (130406-36-9,142854-51-1) → 4-methyl-1-(phenylmethyl) -N-amino>ethyl>amino>ethyl>amino>carbonyl>glycyl>-L-aspartate (144876-83-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / 1) THF, EtOAc, 25 deg C, 2 h, 2) 25 deg C, 17 h

2: 80 percent / piperidine / dimethylformamide / 17 h / 0 °C

3: 79 percent / toluene; tetrahydrofuran / 16 h / 80 - 100 °C

4: 92 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

5: 77 percent / BOP, i-Pr₂NEt / dimethylformamide / 12 h / 25 °C

With piperidine; lithium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)86596-0

upstream raw materials:

(S)-1-benzyl 4-methyl 2-aminosuccinate

-6-(1H-indol-3-ylmethyl)-6-methyl-4,7,12-trioxo-10,14-diphenyl-13-oxa-3,5,8,11-tetraazatetradecanoic acid

(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

((S)-2-Amino-1-phenyl-ethyl)-carbamic acid benzyl ester

Downstream raw materials:

<7S-(7α,10β,14α)>-14-(1H-indol-3-ylmethyl)-14-methyl-2,5,8,13-tetraoxo-10-phenyl-1,3,6,9,12-pentaazacyclotetradecane-7-acetic acid

methyl <7S-(7α,10β,14α)>-14-(1H-indol-3-ylmethyl)-14-methyl-2,5,8,13-tetraoxo-10-phenyl-1,3,6,9,12-pentaazacyclotetradecane-7-acetate

4-methyl -N--1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>carbonyl>glycyl>-L-aspartate