DMP 851

Base Information

• Chemical Name: DMP 851
• CAS No.: 188978-02-1
• Molecular Formula: C₃₁H₃₇N₅O₃
• Molecular Weight: 527.666
• Mol file: 188978-02-1.mol

Synonyms:DMP 851;XQ-443;

Chemical Property of DMP 851

Chemical Property:

• PSA: 119.44000
• LogP: 3.93310

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DMP 851

There total 5 articles about DMP 851 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:

N'-((R)-1-{(4S,5S)-5-[(R)-1-(N',N'-Dimethyl-hydrazino)-2-phenyl-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-phenyl-ethyl)-N,N-dimethyl-hydrazine (170028-71-4) → DMP 851 (188978-02-1)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Raney-Ni / methanol / 100 °C / 12928.7 Torr

2: 1,2-dichloro-ethane / Heating

3: KOt-Bu / tetrahydrofuran / 0 °C

4: KOt-Bu / tetrahydrofuran / 0 °C

5: H₂NNH₂*H₂O / butan-1-ol / Heating

6: aq. HCl / methanol

With hydrogenchloride; potassium tert-butylate; hydrogen; hydrazine hydrate; nickel; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; butan-1-ol;

DOI:10.1016/S0960-894X(02)01064-8

Reference yield:

(3aS,4R,8R,8aS)-5-(3-Amino-1H-indazol-5-ylmethyl)-4,8-dibenzyl-7-butyl-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one (548795-25-1) → DMP 851 (188978-02-1)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1016/S0960-894X(02)01064-8

Reference yield:

(3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-e][1,3]diazepin-6(7H)-one (170028-72-5) → DMP 851 (188978-02-1)

Guidance literature:

Multi-step reaction with 4 steps

1: KOt-Bu / tetrahydrofuran / 0 °C

2: KOt-Bu / tetrahydrofuran / 0 °C

3: H₂NNH₂*H₂O / butan-1-ol / Heating

4: aq. HCl / methanol

With hydrogenchloride; potassium tert-butylate; hydrazine hydrate; In tetrahydrofuran; methanol; butan-1-ol;

DOI:10.1016/S0960-894X(02)01064-8

upstream raw materials:

(3aS,4R,8R,8aS)-5-(3-Amino-1H-indazol-5-ylmethyl)-4,8-dibenzyl-7-butyl-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

(3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-e][1,3]diazepin-6(7H)-one

N'-((R)-1-{(4S,5S)-5-[(R)-1-(N',N'-Dimethyl-hydrazino)-2-phenyl-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-phenyl-ethyl)-N,N-dimethyl-hydrazine

(3aS,4R,8R,8aS)-4,8-Dibenzyl-5-butyl-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

Refernces

Synthesis, antiviral activity and pharmacokinetics of P1/P1′ substituted 3-aminoindazole cyclic urea HIV protease inhibitors

10.1016/S0960-894X(02)01064-8

The study focuses on the synthesis, antiviral activity, and pharmacokinetics of P1/P10 substituted 3-aminoindazole cyclic urea HIV protease inhibitors. The aim was to enhance the intracellular antiviral potency of nonsymmetrical 3-aminoindazoles, DMP 850 and DMP 851, by modifying the P1/P10 residues to improve cell penetration. The chemicals used included various substituted benzyllithiums, dihydrazone 1, Raney nickel, and 1,10-carbonyldiimidazole for synthesis; 3-cyano4-fluoro-benzylbromide and hydrazine hydrate for introducing the 3-aminoindazole group; and benzyl bromide or butyl iodide for alkylation to form mono-alkylated cyclic ureas. These chemicals served to create a series of P1/P10 substituted cyclic urea analogues, which were then tested for their enzyme binding affinity, whole cell antiviral activity, plasma protein binding, resistance profile, and pharmacokinetics to assess their potential as therapeutics for inhibiting the human immunodeficiency virus protease (HIV-Pr).