N₁-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N₃,N₃-dipropylisophthalamide

Base Information

• Chemical Name: N₁-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N₃,N₃-dipropylisophthalamide
• CAS No.: 388062-29-1
• Molecular Formula: C₃₃H₄₁N₃O₃
• Molecular Weight: 527.707
• Mol file: 388062-29-1.mol

Synonyms:

Chemical Property of N₁-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N₃,N₃-dipropylisophthalamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₁-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N₃,N₃-dipropylisophthalamide

There total 4 articles about N₁-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N₃,N₃-dipropylisophthalamide 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:

C33H39N3O3 → N1-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N3,N3-dipropylisophthalamide (388062-29-1)

Guidance literature:

With sodium tetrahydroborate; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.11.118

Reference yield:

(2S,3R)-N-tert-butyloxycarbonyl-2-amino-3-hydroxy-1-phenyl-4-nitrobutane (161282-72-0) → N1-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N3,N3-dipropylisophthalamide (388062-29-1)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / 1,4-dioxane; dichloromethane / 20 h / 20 °C / Inert atmosphere

2: N-ethylmorpholine;; HATU / dimethyl sulfoxide / 16 h / 20 °C / Inert atmosphere

3: ammonium formate; palladium 10% on activated carbon / methanol / 16 h / 50 °C / Inert atmosphere

4: titanium(IV) isopropylate / 16 h / 65 °C / Inert atmosphere

5: sodium tetrahydroborate / 3 h / 20 °C / Inert atmosphere

With N-ethylmorpholine;; titanium(IV) isopropylate; hydrogenchloride; sodium tetrahydroborate; palladium 10% on activated carbon; ammonium formate; HATU; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2012.11.118

Reference yield:

(2R,3S)-3-amino-1-nitro-4-phenylbutan-2-ol hydrochloride (1422207-48-4) → N1-[(1S,2R)-1-benzyl-3-(2,3-dihydro-1H-inden-1-ylamino)-2-hydroxypropyl]-N3,N3-dipropylisophthalamide (388062-29-1)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethylmorpholine;; HATU / dimethyl sulfoxide / 16 h / 20 °C / Inert atmosphere

2: ammonium formate; palladium 10% on activated carbon / methanol / 16 h / 50 °C / Inert atmosphere

3: titanium(IV) isopropylate / 16 h / 65 °C / Inert atmosphere

4: sodium tetrahydroborate / 3 h / 20 °C / Inert atmosphere

With N-ethylmorpholine;; titanium(IV) isopropylate; sodium tetrahydroborate; palladium 10% on activated carbon; ammonium formate; HATU; In methanol; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2012.11.118

upstream raw materials:

(2S,3R)-N-tert-butyloxycarbonyl-2-amino-3-hydroxy-1-phenyl-4-nitrobutane

(2R,3S)-3-amino-1-nitro-4-phenylbutan-2-ol hydrochloride

N¹-((2S,3R)-3-hydroxy-4-nitro-1-phenylbutan-2-yl)-N³,N³-dipropylisophthalamide