(S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide

Base Information

• Chemical Name: (S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide
• CAS No.: 1069120-27-9
• Molecular Formula: C₃₁H₅₃NO₄Si
• Molecular Weight: 531.852
• Mol file: 1069120-27-9.mol

Synonyms:(S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide

Chemical Property of (S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide

There total 21 articles about (S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide 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:

(3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octane-5-carbaldehyde (1069120-18-8) + (S,Z)-N-((1S,4R)-4-((E)-4-(benzo[d]thiazol-2-ylsulfonyl)-3-methylbut-2-enyl)cyclohexyl)-4-(tert-butyldimethylsilyloxy)pent-2-enamide (1069120-26-8) → (S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide (1069120-27-9)

Guidance literature:

(S,Z)-N-((1S,4R)-4-((E)-4-(benzo[d]thiazol-2-ylsulfonyl)-3-methylbut-2-enyl)cyclohexyl)-4-(tert-butyldimethylsilyloxy)pent-2-enamide; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

(3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octane-5-carbaldehyde; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm8006195

Reference yield:

C20H33NO2 (1577225-38-7) + (S,Z)-4-((tert-butyldimethylsilyl)oxy)pent-2-enoic acid (878673-32-6) → (S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide (1069120-27-9)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 20 ℃; for 2.5h;

DOI:10.1021/jm401370h

Reference yield:

C20H31N3O2 + (S,Z)-4-((tert-butyldimethylsilyl)oxy)pent-2-enoic acid (878673-32-6) → (S,Z)-4-((tert-butyldimethylsilyl)oxy)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)pent-2-enamide (1069120-27-9) + C31H53NO4Si

Guidance literature:

C₂₀H₃₁N₃O₂; With triphenylphosphine; In benzene; at 55 ℃;

(S,Z)-4-((tert-butyldimethylsilyl)oxy)pent-2-enoic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In acetonitrile; benzene; at 0 - 20 ℃;

DOI:10.1021/acschembio.6b00562

upstream raw materials:

(3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octane-5-carbaldehyde

(S,Z)-N-((1S,4R)-4-((E)-4-(benzo[d]thiazol-2-ylsulfonyl)-3-methylbut-2-enyl)cyclohexyl)-4-(tert-butyldimethylsilyloxy)pent-2-enamide

((1s,4s)-4-((tert-butoxycarbonyl)amino)cyclohexyl)acetic acid

C₈H₁₇NO

Downstream raw materials:

(S,Z)-N-((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)-4-hydroxypent-2-enamide

(S,Z)-5-(((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)amino)-5-oxopent-3-en-2-yl(4-nitrophenyl)carbonate

(S,Z)-5-(((1s,4s)-4-((2E,4E)-5-((3R,5S)-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)cyclohexyl)-amino)-5-oxopent-3-en-2-yl dimethylcarbamate