methyl (2R)-2-[(5S)-5-[(5S)-5-benzyl-5-[(2S,3S)-2-hydroxy-3-[[(3S)-oxo lan-3-yl]oxycarbonylamino]-4-phenyl-butyl]-4-oxo-1H-pyrrol-3-yl]-5-(2- methylpropyl)-4-oxo-1H-pyrrol-3-yl]-3-phenyl-propanoate

Base Information

Chemical Name:methyl (2R)-2-[(5S)-5-[(5S)-5-benzyl-5-[(2S,3S)-2-hydroxy-3-[[(3S)-oxo lan-3-yl]oxycarbonylamino]-4-phenyl-butyl]-4-oxo-1H-pyrrol-3-yl]-5-(2- methylpropyl)-4-oxo-1H-pyrrol-3-yl]-3-phenyl-propanoate
CAS No.:173091-94-6
Molecular Formula:C44H51N3O8
Molecular Weight:0
Hs Code.:
Mol file:173091-94-6.mol

methyl (2R)-2-[(5S)-5-[(5S)-5-benzyl-5-[(2S,3S)-2-hydroxy-3-[[(3S)-oxo lan-3-yl]oxycarbonylamino]-4-phenyl-butyl]-4-oxo-1H-pyrrol-3-yl]-5-(2- methylpropyl)-4-oxo-1H-pyrrol-3-yl]-3-phenyl-propanoate

Synonyms:

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Chemical Property of methyl (2R)-2-[(5S)-5-[(5S)-5-benzyl-5-[(2S,3S)-2-hydroxy-3-[[(3S)-oxo lan-3-yl]oxycarbonylamino]-4-phenyl-butyl]-4-oxo-1H-pyrrol-3-yl]-5-(2- methylpropyl)-4-oxo-1H-pyrrol-3-yl]-3-phenyl-propanoate

Chemical Property:

Vapor Pressure:2.08E-35mmHg at 25°C
Boiling Point:906.3°C at 760 mmHg
Flash Point:501.9°C
PSA：155.78000
Density:1.27g/cm³
LogP:5.63650

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of methyl (2R)-2-[(5S)-5-[(5S)-5-benzyl-5-[(2S,3S)-2-hydroxy-3-[[(3S)-oxo lan-3-yl]oxycarbonylamino]-4-phenyl-butyl]-4-oxo-1H-pyrrol-3-yl]-5-(2- methylpropyl)-4-oxo-1H-pyrrol-3-yl]-3-phenyl-propanoate

There total 24 articles about methyl (2R)-2-[(5S)-5-[(5S)-5-benzyl-5-[(2S,3S)-2-hydroxy-3-[[(3S)-oxo lan-3-yl]oxycarbonylamino]-4-phenyl-butyl]-4-oxo-1H-pyrrol-3-yl]-5-(2- methylpropyl)-4-oxo-1H-pyrrol-3-yl]-3-phenyl-propanoate 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: 62.0%

: 138499-08-8
1-({[(3S)-tetrahydro-3-furanyloxy]carbonyl}oxy)-2,5-pyrrolidinedione

: 173091-98-0
(R)-2-[(2S,5'S)-5'-((2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-5'-benzyl-2-isobutyl-3,4'-dioxo-2,3,4',5'-tetrahydro-1H,1'H-[2,3']bipyrrolyl-4-yl]-3-phenyl-propionic acid methyl ester

: 173091-94-6
(R)-2-((2S,5'S)-5'-Benzyl-5'-{(2S,3S)-2-hydroxy-4-phenyl-3-[(S)-(tetrahydro-furan-3-yl)oxycarbonylamino]-butyl}-2-isobutyl-3,4'-dioxo-2,3,4',5'-tetrahydro-1H,1'H-[2,3']bipyrrolyl-4-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1021/ja00150a011

Reference yield:

: 136159-65-4,96930-27-7
(S)-4-benzyl-3-(3-phenylpropanoyl)oxazolidin-2-one

: 173091-94-6
(R)-2-((2S,5'S)-5'-Benzyl-5'-{(2S,3S)-2-hydroxy-4-phenyl-3-[(S)-(tetrahydro-furan-3-yl)oxycarbonylamino]-butyl}-2-isobutyl-3,4'-dioxo-2,3,4',5'-tetrahydro-1H,1'H-[2,3']bipyrrolyl-4-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: 1.) NaHMDS / 1.) THF, -78 deg C, 15 min, 2.) THF, from -78 deg C to 0 deg C, 60 min

2: 1.) n-BuLi / 1.) hexane, THF, 0 deg C, 2.) hexane, THF, 0 deg C, 15 min

3: LAH / tetrahydrofuran / 0.5 h / 0 °C

4: 97 percent / imidazole / dimethylformamide / Ambient temperature

5: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, overnight

6: CHCl₃; toluene / 4 h

7: KHMDS / 1.) THF, toluene, 20 min, 2.) THF, toluene, 0 deg C, 25 min

8: 1.) NMO, OsO₄, 2.) 2percent aq. NaOH, 3.) Pb(OAc)4

9: CHCl₃; toluene / 4 h

10: 1.) KHMDS / 1.) THF, toluene, RT, 15 min, 2.) THF, toluene, 0 deg C, 15 min

11: 71 percent / Jones reagent / acetonitrile / 4 h / -40 °C

12: 85 percent / Pd(PPh₃)4, dimedone / tetrahydrofuran / 24 h / Ambient temperature

13: Et₃N / tetrahydrofuran / 0.5 h / -10 °C

14: NH₃ / tetrahydrofuran / 0.17 h / -15 - -10 °C

15: 61 percent / HCl / 18 h / Ambient temperature

16: 62 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; lead(IV) acetate; hydrogenchloride; sodium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; N-methyl-2-indolinone; jones reagent; ammonia; sodium hexamethyldisilazane; potassium hexamethylsilazane; dimedone; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja00150a011

Reference yield:

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

: 173091-94-6
(R)-2-((2S,5'S)-5'-Benzyl-5'-{(2S,3S)-2-hydroxy-4-phenyl-3-[(S)-(tetrahydro-furan-3-yl)oxycarbonylamino]-butyl}-2-isobutyl-3,4'-dioxo-2,3,4',5'-tetrahydro-1H,1'H-[2,3']bipyrrolyl-4-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) KHMDS, 2.) Et₂AlCl / 1.) THF, toluene, -78 deg C, 10 min, 2.) THF, toluene, heptane, -74 deg C, 10 min

2: 91 percent / p-TsOH*H₂O / acetone / 72 h / Ambient temperature

3: 1 N methanolic NaOH / methanol / 72 h / Heating

4: K₂CO₃ / dimethylformamide / 1 h / Ambient temperature

5: 96 percent / Pd(Ph₃P)4, dimedone / tetrahydrofuran / Ambient temperature

6: CHCl₃; toluene / 4 h

7: 1.) KHMDS / 1.) THF, toluene, RT, 15 min, 2.) THF, toluene, 0 deg C, 15 min

8: 71 percent / Jones reagent / acetonitrile / 4 h / -40 °C

9: 85 percent / Pd(PPh₃)4, dimedone / tetrahydrofuran / 24 h / Ambient temperature

10: Et₃N / tetrahydrofuran / 0.5 h / -10 °C

11: NH₃ / tetrahydrofuran / 0.17 h / -15 - -10 °C

12: 61 percent / HCl / 18 h / Ambient temperature

13: 62 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; jones reagent; ammonia; diethylaluminium chloride; potassium hexamethylsilazane; potassium carbonate; dimedone; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1021/ja00150a011