(S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester
• CAS No.: 160885-40-5
• Molecular Formula: C₂₈H₄₆N₄O₇Si
• Molecular Weight: 578.781
• Mol file: 160885-40-5.mol

Synonyms:

Chemical Property of (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

There total 6 articles about (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl 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:

(S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester (160885-45-0) → (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester (160885-40-5)

Guidance literature:

With diethylamine; In acetonitrile;

DOI:10.1016/S0040-4039(00)78375-4

Reference yield:

methyl O-[tert-butyl(dimethyl)silyl]-D-threoninate (119599-96-1) → (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester (160885-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / DCC, HOBT, CuCl₂ / tetrahydrofuran / 0 °C

2: Et₂NH / acetonitrile

With benzotriazol-1-ol; diethylamine; dicyclohexyl-carbodiimide; copper dichloride; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0040-4039(00)78375-4

Reference yield:

(S)-Tetrahydro-pyridazine-1,3-dicarboxylic acid 3-benzhydryl ester 1-benzyl ester (160885-42-7) → (S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-((R)-2-methylamino-propionyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester (160885-40-5)

Guidance literature:

Multi-step reaction with 4 steps

1: AgCN / toluene / 1 h / 70 °C

2: 97 percent / TFA, PhOH / CH₂Cl₂ / Ambient temperature

3: 85 percent / DCC, HOBT, CuCl₂ / tetrahydrofuran / 0 °C

4: Et₂NH / acetonitrile

With silver cyanide; benzotriazol-1-ol; diethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; copper dichloride; phenol; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)78375-4

upstream raw materials:

(S)-3-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylcarbamoyl]-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

methyl O-[tert-butyl(dimethyl)silyl]-D-threoninate

(S)-Tetrahydro-pyridazine-1,3-dicarboxylic acid 3-benzhydryl ester 1-benzyl ester

(S)-2-{(R)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-propionyl}-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester

Downstream raw materials:

C₆₆H₈₁N₇O₁₄Si

C₅₁H₇₁N₇O₁₂Si