((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

Base Information

Chemical Name:((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester
CAS No.:193085-20-0
Molecular Formula:C₃₇H₄₈N₄O₅
Molecular Weight:628.812
Hs Code.:

((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

Synonyms:((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

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Chemical Property of ((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

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Technology Process of ((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

There total 11 articles about ((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester 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:

: 39968-33-7
1-hydroxy-7-aza-benzotriazole

: N-Methyl-2-methylamino-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)-3-(2-naphthyl)propionamide

: 25952-53-8
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

: 181646-42-4
(2E)-5-(tert-butyloxycarbonylamino)-5-methylhex-2-enoic acid

: 193085-20-0
((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 37553-65-4,64263-83-8,85466-66-6
N-tert-butoxycarbonyl-N-methyl-D-phenylalanine

: 193085-20-0
((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 1-hydroxybenzotriazole hydrate, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride / 1.) CH₂Cl₂, 15 min, 2.) CH₂Cl₂, MeOH, overnight

2: 89 percent / TFA / CH₂Cl₂ / 1 h

3: 1.) 1-hydroxy-7-azabenzotriazole, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride, 2.) diisopropylethylamine / 1.) CH₂Cl₂, DMF, 15 min, 2.) CH₂Cl₂, DMF, overnight

4: 87 percent / TFA / CH₂Cl₂ / 0.17 h

5: 1.) 1-hydroxy-7-azabenzotriazole, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride, 2.) diisopropylethylamine / 1.) CH₂Cl₂, DMF, 15 min, 2.) CH₂Cl₂, DMF, overnight

With 1-hydroxy-7-aza-benzotriazole; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm980197u

Reference yield:

: 129765-95-3
3-[(tert-butoxycarbonyl)amino]-3-methylbutanoic acid

: 193085-20-0
((3E)-1,1-Dimethyl-4-(N-methyl-N-((1R)-1-(N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)but-3-enyl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 0.67 h / 0 °C

2: LiBH₄ / tetrahydrofuran / 6 h / 0 - 20 °C

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to RT

4: 1.) t-BuOK / 1.) THF, RT, 40 min, 2.) THF, RT, 75 min

5: aq. LiOH / dioxane / 16 h / Ambient temperature

6: 1.) 1-hydroxy-7-azabenzotriazole, 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride, 2.) diisopropylethylamine / 1.) CH₂Cl₂, DMF, 15 min, 2.) CH₂Cl₂, DMF, overnight

With lithium hydroxide; lithium borohydride; 1-hydroxy-7-aza-benzotriazole; oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jm980197u