N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn

Base Information

Chemical Name:N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn
CAS No.:221198-00-1
Molecular Formula:C₄₄H₅₃N₂O₆P
Molecular Weight:736.888
Hs Code.:

Synonyms:N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn

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Chemical Property of N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn

Chemical Property:

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Technology Process of N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn

There total 5 articles about N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn 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:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: (S)-4-Methyl-2-[2-(triphenyl-λ⁵-phosphanylidene)-acetylamino]-pentanoic acid benzyl ester

: 221198-00-1
N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn

Guidance literature:: With 1,1'-carbonyldiimidazole; In dichloromethane; at 23 ℃; for 24h;
DOI:10.1002/1522-2675(20000906)83:9<2607::AID-HLCA2607>3.0.CO;2-B

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: {N-[2-(triphenylphosphonium)acetyl]-Leu-OBn} bromide

: 221198-00-1
N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn

Guidance literature:: With triethylamine; 1,1'-carbonyldiimidazole; Yield given; Multistep reaction; 1.) CH₂Cl₂, 2.) CH₂Cl₂;
DOI:10.1021/ja9840302

Reference yield:

: 1738-69-8
L-Leucine benzyl ester

: 221198-00-1
N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 97 percent / tetrahydrofuran; diethyl ether / 72 h / 23 °C

3: Et₃N / CH₂Cl₂

4: 9.08 g / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 24 h / 23 °C

With dmap; triethylamine; dicyclohexyl-carbodiimide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Condensation / 2: Addition / 3: Elimination / 4: Condensation;
DOI:10.1002/1522-2675(20000906)83:9<2607::AID-HLCA2607>3.0.CO;2-B