N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn

Base Information

Chemical Name:N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn
CAS No.:221198-10-3
Molecular Formula:C₆₆H₇₅N₄O₁₁P
Molecular Weight:1131.32
Hs Code.:

Synonyms:N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn

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Chemical Property of N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn

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Technology Process of N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn

There total 11 articles about N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-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: 78.0%

: 909115-21-5
N-Boc-Thr[N-Fmoc-D-Ala]-OH

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

: 221198-10-3
N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 0 - 23 ℃; for 22h;
DOI:10.1002/1522-2675(20000906)83:9<2607::AID-HLCA2607>3.0.CO;2-B

Reference yield:

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

: 221198-10-3
N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂

2: 9.08 g / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 24 h / 23 °C

3: 78 percent / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 22 h / 0 - 23 °C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 1,1'-carbonyldiimidazole; In dichloromethane; 1: Elimination / 2: Condensation / 3: Condensation;
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

: 221198-10-3
N-Boc-Thr[N-Fmoc-D-Ala]-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Et₃N, 2.) CDI / 1.) CH₂Cl₂, 2.) CH₂Cl₂

2: 3 M HCl / ethyl acetate

3: EDCI, HOBt, Et₃N

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; In ethyl acetate;
DOI:10.1021/ja9840302