N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2-

Base Information

• Chemical Name: N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2-
• CAS No.: 126587-64-2
• Molecular Formula: C₆₆H₁₀₇N₅O₁₇Si
• Molecular Weight: 1270.68
• Mol file: 126587-64-2.mol

Synonyms:N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2-

Chemical Property of N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2-

There total 36 articles about N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2- 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: 99.0%

C66H107N5O16Si (1053630-19-5) → N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2- (126587-64-2)

Guidance literature:

With potassium permanganate; sodium dihydrogenphosphate; In tert-butyl alcohol;

DOI:10.1021/jo00097a022

Reference yield:

N-benzyloxycarbonylamino-D-alloisoleucine (3160-59-6,4276-05-5,28862-89-7,55723-45-0,55723-48-3,127866-12-0) → N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2- (126587-64-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) pentafluorophenyl trifluoroacetate, pyridine, 2.) LDA / 1.) CH₂Cl₂, 2.) THF

2: 83 percent / KBH₄ / ethanol

3: 2,6-lutidine

4: 98 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 2068.6 Torr

5: 72 percent / BOP, DMAP / CH₂Cl₂ / Ambient temperature

6: 86 percent / aq. AcOH / tetrahydrofuran / 12 h

7: Dess-Martin periodinane reagent / CH₂Cl₂ / 0.5 h / Ambient temperature

8: 99 percent / 1 M KMnO₄, 5percent NaH₂PO₄ / 2-methyl-propan-2-ol

With pyridine; 2,6-dimethylpyridine; dmap; potassium permanganate; sodium dihydrogenphosphate; potassium borohydride; pentafluorophenyl trifloroacetate; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; acetic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/jo00097a022

Reference yield:

(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester (126587-70-0) → N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2- (126587-64-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 2,6-lutidine

2: 98 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 2068.6 Torr

3: 72 percent / BOP, DMAP / CH₂Cl₂ / Ambient temperature

4: 86 percent / aq. AcOH / tetrahydrofuran / 12 h

5: Dess-Martin periodinane reagent / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 99 percent / 1 M KMnO₄, 5percent NaH₂PO₄ / 2-methyl-propan-2-ol

With 2,6-dimethylpyridine; dmap; potassium permanganate; sodium dihydrogenphosphate; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/jo00097a022

upstream raw materials:

C₆₆H₁₀₇N₅O₁₆Si

N-benzyloxycarbonylamino-D-alloisoleucine

(3S,4S,5R)-6-[(tert-butyldimethylsilyl)oxy]-4-(methoxymethoxy)-2,5-dimethyl-3-hexanol acetate

(3S,4R,5S)-4-Amino-5-methyl-3-triisopropylsilanyloxy-heptanoic acid (1S,2S,3R)-4-(tert-butyl-dimethyl-silanyloxy)-1-isopropyl-2-methoxymethoxy-3-methyl-butyl ester