benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 607741-39-9
• Molecular Formula: C₂₆H₃₈N₂O₃Si
• Molecular Weight: 454.685

Synonyms:benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property of benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

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Technology Process of benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

There total 3 articles about benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-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: 72.0%

N-(trimethylsilylmethyl)benzylamine (53215-95-5) + N-benzyl-N-Boc-L-alanine (159999-80-1) → benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (607741-39-9)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/ja030297b

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (607741-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / Et₃N / H₂O; dioxane / 4 h / 25 °C

2: 72 percent / 1-hydroxybenzotriazole; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 6 h / 20 °C

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/ja030297b

Reference yield:

N-benzyl-(S)-alanine (7585-47-9,40297-69-6,65491-01-2) → benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (607741-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / Et₃N / H₂O; dioxane / 4 h / 25 °C

2: 72 percent / 1-hydroxybenzotriazole; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 6 h / 20 °C

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/ja030297b

upstream raw materials:

N-(trimethylsilylmethyl)benzylamine

N-benzyl-N-Boc-L-alanine

di-tert-butyl dicarbonate

N-benzyl-(S)-alanine

Downstream raw materials:

N-benzyl-N-(1-{benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamoyl}-ethyl)-2-{benzyl-[(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetyl]-amino}-propionamide

Benzyl-{(S)-1-[benzyl-((S)-1-{benzyl-[(S)-1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamoyl}-ethyl)-carbamoyl]-ethyl}-carbamic acid tert-butyl ester

N-benzyl-2-{benzyl-[(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetyl]-amino}-N-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-propionamide

N-benzyl-2-benzylamino-N-(1-{benzyl-[1-(benzyl-trimethylsilanylmethyl-carbamoyl)-ethyl]-carbamoyl}-ethyl)-propionamide

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