(2RS,4S,5S)-N-isobutyl-5--L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide

Base Information

Chemical Name:(2RS,4S,5S)-N-isobutyl-5--L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide
CAS No.:141738-66-1
Molecular Formula:C₄₅H₆₄N₄O₆
Molecular Weight:757.026
Hs Code.:

(2RS,4S,5S)-N-isobutyl-5-<N-<N-benzyloxycarbonyl-3-(1-naphthyl)-L-alanyl>-L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2RS,4S,5S)-N-isobutyl-5--L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide

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Technology Process of (2RS,4S,5S)-N-isobutyl-5--L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide

There total 13 articles about (2RS,4S,5S)-N-isobutyl-5--L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide 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:

: 105852-47-9
2-<(benzyloxycarbonyl)amino>-3-cyclohexyl-(2S)-propionaldehyde

: 141738-66-1,141783-52-0
(2RS,4S,5S)-N-isobutyl-5--L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide

Guidance literature:: Multi-step reaction with 8 steps

1: 56.7 percent / tetrahydrofuran / 2 h / -78 - 0 °C

2: 91.8 percent / p-toluenesulfonic acid / CH₂Cl₂ / Ambient temperature

3: 1.) OsO₄, aq. NaIO₄, 2.) K₂CO₃ / 1.) dioxane, water, RT, 2 h, 2.) MeOH, RT, 2 h

4: 1.) LiCl, 1,8-diazabicyclo<5.4.0>-7-undecene / 1.) THF, benzene, RT, 10 min, 2.) THF, benzene, RT, overnight

5: KOH / ethanol; H₂O / Ambient temperature

6: 41.6 percent / diphenylphosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) -10 deg C, 2 h, 2.) RT, overnight

7: H₂ / Pd-black / ethanol

8: diphenylphosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) -10 deg C, 2 h, 2.) RT, overnight

With potassium hydroxide; sodium periodate; osmium(VIII) oxide; diphenyl phosphoryl azide; hydrogen; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; palladium; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.40.364

Reference yield:

: 118741-09-6,123802-15-3
(3RS,4S)-4-benzyloxycarbonyl-amino-5-cyclohexyl-3-hydroxy-1-pentene

: 141738-66-1,141783-52-0
(2RS,4S,5S)-N-isobutyl-5--L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide

Guidance literature:: Multi-step reaction with 7 steps

1: 91.8 percent / p-toluenesulfonic acid / CH₂Cl₂ / Ambient temperature

2: 1.) OsO₄, aq. NaIO₄, 2.) K₂CO₃ / 1.) dioxane, water, RT, 2 h, 2.) MeOH, RT, 2 h

3: 1.) LiCl, 1,8-diazabicyclo<5.4.0>-7-undecene / 1.) THF, benzene, RT, 10 min, 2.) THF, benzene, RT, overnight

4: KOH / ethanol; H₂O / Ambient temperature

5: 41.6 percent / diphenylphosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) -10 deg C, 2 h, 2.) RT, overnight

6: H₂ / Pd-black / ethanol

7: diphenylphosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) -10 deg C, 2 h, 2.) RT, overnight

With potassium hydroxide; sodium periodate; osmium(VIII) oxide; diphenyl phosphoryl azide; hydrogen; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; palladium; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.40.364

Reference yield:

: 118741-11-0,131116-18-2,131116-19-3
(4S,5RS)-3-benzyloxycarbonyl-L-cyclohexylmethyl-5-ethenyl-2,2-dimethyloxazolidine

: 141738-66-1,141783-52-0
(2RS,4S,5S)-N-isobutyl-5--L-norleucyl>amino-6-cyclohexyl-2-ethyl-4-hydroxyhexanamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) OsO₄, aq. NaIO₄, 2.) K₂CO₃ / 1.) dioxane, water, RT, 2 h, 2.) MeOH, RT, 2 h

2: 1.) LiCl, 1,8-diazabicyclo<5.4.0>-7-undecene / 1.) THF, benzene, RT, 10 min, 2.) THF, benzene, RT, overnight

3: KOH / ethanol; H₂O / Ambient temperature

4: 41.6 percent / diphenylphosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) -10 deg C, 2 h, 2.) RT, overnight

5: H₂ / Pd-black / ethanol

6: diphenylphosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) -10 deg C, 2 h, 2.) RT, overnight

With potassium hydroxide; sodium periodate; osmium(VIII) oxide; diphenyl phosphoryl azide; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; palladium; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.40.364