N-(benzyloxycarbonyl)-O-<oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine

Base Information

Chemical Name:N-(benzyloxycarbonyl)-O-<oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine
CAS No.:117710-28-8
Molecular Formula:C₄₉H₇₁N₅O₁₄
Molecular Weight:954.128
Hs Code.:

N-(benzyloxycarbonyl)-O-<<N-<(4S)-4-<(3S,4R)-4-amino-3-hydroxy-5-methylhexanoyl>oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine

Synonyms:

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Chemical Property of N-(benzyloxycarbonyl)-O-<oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine

Chemical Property:

Purity/Quality:

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Technology Process of N-(benzyloxycarbonyl)-O-<oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine

There total 11 articles about N-(benzyloxycarbonyl)-O-<oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine 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:

: 117710-16-4,117773-52-1
allyl N-(benzyloxycarbonyl)-O-<4,O³-isopropylidene-4-<(tert-butyloxycarbonyl)amino>-3-hydroxy-5-methylhexanoyl>oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threoninate

: 117710-28-8,117773-53-2
N-(benzyloxycarbonyl)-O-<oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 0.166667h;
DOI:10.1021/jo00264a022

Reference yield:

: 22838-58-0
Boc-D-Val-OH

: 117710-28-8,117773-53-2
N-(benzyloxycarbonyl)-O-<oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / triethylamine (TEA) / tetrahydrofuran / 2 h / 0 - 5 °C

2: lithium diisopropylamide / 1.) THF, hexane, from -78 deg C to -70 deg C, 15 min

3: NaBH₄ / CH₂Cl₂; acetic acid / 1 h / 0 - 5 °C

4: p-toluenesulfonic acid / 1.) reflux, 3 h, 2.) room temperature, overnight

5: 98 percent / 2 M NaOH / methanol / 0 - 5 °C

6: 92 percent / triethylamine (TEA), 4-(dimethylamino)pyridine (DMAP), isopropenyl chlorocarbonate (IPCC) / CH₂Cl₂ / 0.25 h / -5 °C

7: 100 percent / H₂ / 10percent Pd/C / propan-2-ol / 760 Torr

8: 97 percent / triethylamine (TEA) / tetrahydrofuran / 2 h / 0 - 5 °C

9: lithium diisopropylamide / 1.) THF, hexane, from -78 deg C to -70 deg C, 15 min

10: triethylamine (TEA), CuI / CH₂Cl₂ / 0.5 h / Ambient temperature

11: morpholine / tetrakis(triphenylphosphine)palladium / tetrahydrofuran / 0.17 h

With morpholine; dmap; sodium hydroxide; sodium tetrahydroborate; copper(l) iodide; Isopropenyl chloroformate; hydrogen; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; acetic acid; isopropyl alcohol;
DOI:10.1021/jo00264a022

Reference yield:

: 117710-06-2
(R)-4-tert-Butoxycarbonylamino-3-hydroxy-5-methyl-hexanoic acid ethyl ester

: 117710-28-8,117773-53-2
N-(benzyloxycarbonyl)-O-<oxy-3-oxo-2,5-dimethylhexanoyl>-L-leucyl>-L-prolyl-(N,O-dimethyl-L-tyrosyl)>-L-threonine

Guidance literature:: Multi-step reaction with 8 steps

1: p-toluenesulfonic acid / 1.) reflux, 3 h, 2.) room temperature, overnight

2: 98 percent / 2 M NaOH / methanol / 0 - 5 °C

3: 92 percent / triethylamine (TEA), 4-(dimethylamino)pyridine (DMAP), isopropenyl chlorocarbonate (IPCC) / CH₂Cl₂ / 0.25 h / -5 °C

4: 100 percent / H₂ / 10percent Pd/C / propan-2-ol / 760 Torr

5: 97 percent / triethylamine (TEA) / tetrahydrofuran / 2 h / 0 - 5 °C

6: lithium diisopropylamide / 1.) THF, hexane, from -78 deg C to -70 deg C, 15 min

7: triethylamine (TEA), CuI / CH₂Cl₂ / 0.5 h / Ambient temperature

8: morpholine / tetrakis(triphenylphosphine)palladium / tetrahydrofuran / 0.17 h

With morpholine; dmap; sodium hydroxide; copper(l) iodide; Isopropenyl chloroformate; hydrogen; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/jo00264a022