(S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine

Base Information

• Chemical Name: (S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine
• CAS No.: 816454-12-3
• Molecular Formula: C₂₇H₃₈N₂O₅Si
• Molecular Weight: 498.695

Synonyms:(S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine

Chemical Property of (S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine

Chemical Property:

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Technology Process of (S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine

There total 4 articles about (S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine 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: 90.0%

(S)-2-(N,N'-dibenzyloxycarbonylhydrazino)-5-bromo-1-(tert-butyldimethylsiloxy)pentane (816454-06-5) → (S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine (816454-12-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.666667h;

DOI:10.1016/j.tetasy.2004.09.025

Reference yield:

5-bromopentanal (1191-30-6) → (S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine (816454-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (R)-proline / acetonitrile / 15 h / 0 °C

1.2: 100 percent / NaBH₄ / acetonitrile; ethanol / 0.67 h / 0 °C

2.1: 82 percent / imidazole / dimethylformamide / 3.5 h / 23 °C

3.1: 90 percent / NaH / dimethylformamide / 0.67 h / 0 °C

With 1H-imidazole; sodium hydride; D-Prolin; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tetasy.2004.09.025

Reference yield:

dibenzyl azodicarboxylate (2449-05-0) → (S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine (816454-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (R)-proline / acetonitrile / 15 h / 0 °C

1.2: 100 percent / NaBH₄ / acetonitrile; ethanol / 0.67 h / 0 °C

2.1: 82 percent / imidazole / dimethylformamide / 3.5 h / 23 °C

3.1: 90 percent / NaH / dimethylformamide / 0.67 h / 0 °C

With 1H-imidazole; sodium hydride; D-Prolin; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tetasy.2004.09.025

upstream raw materials:

(S)-2-(N,N'-dibenzyloxycarbonylhydrazino)-5-bromo-1-(tert-butyldimethylsiloxy)pentane

5-bromopentanal

dibenzyl azodicarboxylate

(S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol

Downstream raw materials:

(S)-1,2-di(benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid

(S)-1,2-dibenzyloxycarbonyl-3-hydroxymethyl-tetrahydropyridazine

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