Carbamic acid, N-[(1S)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-[(1E)-2-[(1S,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]ethenyl]pentyl]-N-2-propen-1-yl-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, N-[(1S)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-[(1E)-2-[(1S,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]ethenyl]pentyl]-N-2-propen-1-yl-, 1,1-dimethylethyl ester
• CAS No.: 920749-72-0
• Molecular Formula: C41H63NO3Si
• Molecular Weight: 646.042

Synonyms:

Chemical Property of Carbamic acid, N-[(1S)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-[(1E)-2-[(1S,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]ethenyl]pentyl]-N-2-propen-1-yl-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, N-[(1S)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-[(1E)-2-[(1S,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]ethenyl]pentyl]-N-2-propen-1-yl-, 1,1-dimethylethyl ester

There total 6 articles about Carbamic acid, N-[(1S)-5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-[(1E)-2-[(1S,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]ethenyl]pentyl]-N-2-propen-1-yl-, 1,1-dimethylethyl 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: 92.0%

Allyl-{(S)-5-(tert-butyl-diphenyl-silanyloxy)-1-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-pentyl}-amine (920749-73-1) + di-tert-butyl dicarbonate (24424-99-5) → Allyl-{(S)-5-(tert-butyl-diphenyl-silanyloxy)-1-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-pentyl}-carbamic acid tert-butyl ester (920749-72-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 23h;

DOI:10.1021/jo800817p

Reference yield:

[(E)-(S)-5-Azido-7-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-hept-6-enyloxy]-tert-butyl-diphenyl-silane (920749-70-8) → Allyl-{(S)-5-(tert-butyl-diphenyl-silanyloxy)-1-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-pentyl}-carbamic acid tert-butyl ester (920749-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 18 h / 20 °C

2: 59 percent / K₂CO₃ / acetonitrile / 3.5 h / 20 °C

3: 82 percent / triethylamine / dimethylformamide / 23 h / 20 °C

With lithium aluminium tetrahydride; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.jorganchem.2006.07.028

Reference yield:

(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-hept-2-en-1-ol (920749-67-3) → Allyl-{(S)-5-(tert-butyl-diphenyl-silanyloxy)-1-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-pentyl}-carbamic acid tert-butyl ester (920749-72-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / triphenylphosphine; hydrazoic acid; diethylazodicarboxylate / benzene / 6 h / 0 - 20 °C

2: 86 percent / LiAlH₄ / tetrahydrofuran / 18 h / 20 °C

3: 59 percent / K₂CO₃ / acetonitrile / 3.5 h / 20 °C

4: 82 percent / triethylamine / dimethylformamide / 23 h / 20 °C

With lithium aluminium tetrahydride; hydrogen azide; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1016/j.jorganchem.2006.07.028

upstream raw materials:

Allyl-{(S)-5-(tert-butyl-diphenyl-silanyloxy)-1-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-pentyl}-amine

di-tert-butyl dicarbonate

(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-pentylamine

(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-hept-2-en-1-ol

Downstream raw materials:

2-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

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