benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate

Base Information

• Chemical Name: benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate
• CAS No.: 1353993-71-1
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Mol file: 1353993-71-1.mol

Synonyms:benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate

Chemical Property of benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate

Chemical Property:

Purity/Quality:

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Technology Process of benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate

There total 1 articles about benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate 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: 85.0%

benzyl formylcarbamate (69261-49-0) + (2E)-hex-2-en-1-yl methyl carbonate (107574-36-7) → benzyl formyl[(2E)-hex-2-en-1-yl]carbamate (1353993-72-2) + benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate (1353993-71-1)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₇H₃₂NO₃P; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In tetrahydrofuran; at 20 ℃; for 1h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo202241b

Reference yield: 98.0%

benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate (1353993-71-1) → (R)-(-)-N-benzyloxycarbonyl-3-hex-1-enylamine

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 13h;

DOI:10.1021/jo202241b

Reference yield:

benzyl formyl[(1R)-1-propylprop-2-en-1-yl]carbamate (1353993-71-1) → benzyl {(1R)-1-[2-(6-oxocyclohex-1-en-1-yl)ethyl]butyl}-carbamate (1353993-73-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / methanol / 13 h / 20 °C

2: tetrahydrofuran / 3.5 h / 50 °C

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane; caesium carbonate / tetrahydrofuran; water; N,N-dimethyl-formamide / 16 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane; caesium carbonate; potassium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 3: Suzuki-Miyaura coupling;

DOI:10.1021/jo202241b

upstream raw materials:

benzyl formylcarbamate

(2E)-hex-2-en-1-yl methyl carbonate

Downstream raw materials:

benzyl {(1R)-1-[2-(6-oxocyclohex-1-en-1-yl)ethyl]butyl}-carbamate

benzyl ((1R)-1-{2-[(1''R,2''S)-2-methyl-6-oxocyclohexyl]-ethyl}butyl)carbamate