(2S,4S)-3-oxa-2-propyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Base Information

• Chemical Name: (2S,4S)-3-oxa-2-propyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
• CAS No.: 141117-11-5
• Molecular Formula: C₃₅H₅₈N₂O₇
• Molecular Weight: 618.855
• Mol file: 141117-11-5.mol

Synonyms:

Chemical Property of (2S,4S)-3-oxa-2-propyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-3-oxa-2-propyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

There total 7 articles about (2S,4S)-3-oxa-2-propyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane 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:

4-HYDROXYPIPERIDINE (5382-16-1) → (2S,4S)-3-oxa-2-propyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (141117-11-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 16 h / Ambient temperature

2: diisopropylethylamine (DIEA) / CH₂Cl₂ / 26 h / Ambient temperature

3: KOH / H₂O / 24 h / Heating

4: 1.) 1-hydroxybenztriazole hydrate (HOBT), 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / 1.) DMF, -20 deg C, 2.) DMF, from -20 deg C to RT, overnight

5: 1.) NaH / 1.) THF, DMF, 45 deg C, 3 h, 2.) THF, 45 deg C , 45 min

6: 1.) 1-hydroxybenztriazole (HOBT), N-methylmorpholine, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / 1.) DMF, -23 deg C, 2.) DMF, from -23 deg C to RT, 18 h

With 4-methyl-morpholine; potassium hydroxide; sodium hydride; benzotriazol-1-ol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; water;

DOI:10.1021/jm00088a006

Reference yield:

N-formyl-4-hydroxypiperidine (141047-46-3) → (2S,4S)-3-oxa-2-propyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (141117-11-5)

Guidance literature:

Multi-step reaction with 5 steps

1: diisopropylethylamine (DIEA) / CH₂Cl₂ / 26 h / Ambient temperature

2: KOH / H₂O / 24 h / Heating

3: 1.) 1-hydroxybenztriazole hydrate (HOBT), 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / 1.) DMF, -20 deg C, 2.) DMF, from -20 deg C to RT, overnight

4: 1.) NaH / 1.) THF, DMF, 45 deg C, 3 h, 2.) THF, 45 deg C , 45 min

5: 1.) 1-hydroxybenztriazole (HOBT), N-methylmorpholine, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / 1.) DMF, -23 deg C, 2.) DMF, from -23 deg C to RT, 18 h

With 4-methyl-morpholine; potassium hydroxide; sodium hydride; benzotriazol-1-ol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; water;

DOI:10.1021/jm00088a006

Reference yield:

N-formyl-4-(1,3-dioxabutyl)piperidine (141047-51-0) → (2S,4S)-3-oxa-2-propyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (141117-11-5)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH / H₂O / 24 h / Heating

2: 1.) 1-hydroxybenztriazole hydrate (HOBT), 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / 1.) DMF, -20 deg C, 2.) DMF, from -20 deg C to RT, overnight

3: 1.) NaH / 1.) THF, DMF, 45 deg C, 3 h, 2.) THF, 45 deg C , 45 min

4: 1.) 1-hydroxybenztriazole (HOBT), N-methylmorpholine, 2.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / 1.) DMF, -23 deg C, 2.) DMF, from -23 deg C to RT, 18 h

With 4-methyl-morpholine; potassium hydroxide; sodium hydride; benzotriazol-1-ol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water;

DOI:10.1021/jm00088a006

upstream raw materials:

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-pentanoic acid

4-HYDROXYPIPERIDINE

L-3-phenyllactic acid

Refernces