N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-...

Base Information

• Chemical Name: N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-...
• CAS No.: 185610-66-6
• Molecular Formula: C₆₂H₁₀₇N₅O₁₆Si
• Molecular Weight: 1206.64
• Mol file: 185610-66-6.mol

Synonyms:N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-...

Chemical Property of N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-...

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-...

There total 10 articles about N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-... 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:

Z-Leu-OH (2018-66-8) → N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-... (185610-66-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 96 percent / KOH, nBu₄NHSO₄ / tetrahydrofuran / 0.5 h / Ambient temperature

2: 86 percent / Et₃N, DMAP, isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

3: 96 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.59 Torr

4: 1.) BOP-Cl, NMM, 2.) NMM / 1.) CH₂Cl₂, -15 deg C, 0.5 h, 2.) 0 deg C, 6 h

5: MgBr₂*Et₂O / CH₂Cl₂ / 1.) -20 deg C, 1 h, 2.) 0 deg C, 3.5 h

6: 1.) NMM, isopropenyl chloroformate / 1.) THF, -15 deg C, 3 min, 2.) 0 deg C, 1 h; room temperature, 3 h

7: 86 percent / HOAc, H₂O / tetrahydrofuran / 16 h

8: Dess Martin periodinane / CH₂Cl₂ / 2 h

9: 5 percent NaH₂PO₄, KMnO₄ / 2-methyl-propan-2-ol / 0.5 h

With 4-methyl-morpholine; dmap; potassium hydroxide; potassium permanganate; sodium dihydrogenphosphate; Isopropenyl chloroformate; water; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; Dess-Martin periodane; acetic acid; triethylamine; magnesium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1016/S0040-4020(98)01042-4

Reference yield:

N-benzyloxycarbonyl-N-methyl-L-leucine (33099-08-0) → N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-... (185610-66-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 86 percent / Et₃N, DMAP, isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

2: 96 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.59 Torr

3: 1.) BOP-Cl, NMM, 2.) NMM / 1.) CH₂Cl₂, -15 deg C, 0.5 h, 2.) 0 deg C, 6 h

4: MgBr₂*Et₂O / CH₂Cl₂ / 1.) -20 deg C, 1 h, 2.) 0 deg C, 3.5 h

5: 1.) NMM, isopropenyl chloroformate / 1.) THF, -15 deg C, 3 min, 2.) 0 deg C, 1 h; room temperature, 3 h

6: 86 percent / HOAc, H₂O / tetrahydrofuran / 16 h

7: Dess Martin periodinane / CH₂Cl₂ / 2 h

8: 5 percent NaH₂PO₄, KMnO₄ / 2-methyl-propan-2-ol / 0.5 h

With 4-methyl-morpholine; dmap; potassium permanganate; sodium dihydrogenphosphate; Isopropenyl chloroformate; water; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; Dess-Martin periodane; acetic acid; triethylamine; magnesium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1016/S0040-4020(98)01042-4

Reference yield:

Boc-threonine [(2-trimethylsilyl)ethoxy]methyl ester (126587-71-1) → N--L-leucyl>-L-prolyl>-N-methyl-L-leucine 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-(methoxymethoxy)-3-... (185610-66-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 86 percent / Et₃N, DMAP, isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

2: 96 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.59 Torr

3: 1.) BOP-Cl, NMM, 2.) NMM / 1.) CH₂Cl₂, -15 deg C, 0.5 h, 2.) 0 deg C, 6 h

4: MgBr₂*Et₂O / CH₂Cl₂ / 1.) -20 deg C, 1 h, 2.) 0 deg C, 3.5 h

5: 1.) NMM, isopropenyl chloroformate / 1.) THF, -15 deg C, 3 min, 2.) 0 deg C, 1 h; room temperature, 3 h

6: 86 percent / HOAc, H₂O / tetrahydrofuran / 16 h

7: Dess Martin periodinane / CH₂Cl₂ / 2 h

8: 5 percent NaH₂PO₄, KMnO₄ / 2-methyl-propan-2-ol / 0.5 h

With 4-methyl-morpholine; dmap; potassium permanganate; sodium dihydrogenphosphate; Isopropenyl chloroformate; water; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; Dess-Martin periodane; acetic acid; triethylamine; magnesium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1016/S0040-4020(98)01042-4

upstream raw materials:

Z-Leu-OH

N-benzyloxycarbonyl-N-methyl-L-leucine

Boc-threonine [(2-trimethylsilyl)ethoxy]methyl ester

(S)-4-Methyl-2-methylamino-pentanoic acid (1R,2S)-2-tert-butoxycarbonylamino-1-methyl-2-(2-trimethylsilanyl-ethoxymethoxycarbonyl)-ethyl ester