(R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1⁽²⁴⁾,6,8,10,16,20,22-heptaen-13-yl ester

Base Information

• Chemical Name: (R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1⁽²⁴⁾,6,8,10,16,20,22-heptaen-13-yl ester
• CAS No.: 180628-68-6
• Molecular Formula: C₄₂H₆₄N₂O₇Si
• Molecular Weight: 737.065

Synonyms:(R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1⁽²⁴⁾,6,8,10,16,20,22-heptaen-13-yl ester

Chemical Property of (R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1⁽²⁴⁾,6,8,10,16,20,22-heptaen-13-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1⁽²⁴⁾,6,8,10,16,20,22-heptaen-13-yl ester

There total 9 articles about (R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1⁽²⁴⁾,6,8,10,16,20,22-heptaen-13-yl 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:

t-butyldimethylsiyl triflate (69739-34-0) → (R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-13-yl ester (180628-68-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 71 percent / i-Pr₂EtN / CH₂Cl₂

2: 95 percent / camphorosulfonic acid / methanol

3: 56 percent / DMAP / CH₂Cl₂ / -78 °C

4: Et₂NH / CH₂Cl₂ / 0.5 h / 25 °C

5: benzotriazol-1-yloxytris(dimethylamino phosphonium hexafluorophosphate (BOP), Et₃N / CH₂Cl₂

With dmap; camphor-10-sulfonic acid; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/ja961400i

Reference yield:

(+)-trienomycinol (117543-72-3) → (R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-13-yl ester (180628-68-6)

Guidance literature:

Multi-step reaction with 6 steps

1: CSA

2: 71 percent / i-Pr₂EtN / CH₂Cl₂

3: 95 percent / camphorosulfonic acid / methanol

4: 56 percent / DMAP / CH₂Cl₂ / -78 °C

5: Et₂NH / CH₂Cl₂ / 0.5 h / 25 °C

6: benzotriazol-1-yloxytris(dimethylamino phosphonium hexafluorophosphate (BOP), Et₃N / CH₂Cl₂

With dmap; camphor-10-sulfonic acid; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/ja961400i

Reference yield:

(6E,8E,10E,16Z)-(5R,13S,14S,15R)-22-(tert-Butyl-dimethyl-silanyloxy)-13,15-dihydroxy-5-methoxy-14,16-dimethyl-2-aza-bicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-3-one (134861-32-8) → (R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-13-yl ester (180628-68-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / DMAP / CH₂Cl₂ / -78 °C

2: Et₂NH / CH₂Cl₂ / 0.5 h / 25 °C

3: benzotriazol-1-yloxytris(dimethylamino phosphonium hexafluorophosphate (BOP), Et₃N / CH₂Cl₂

With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; triethylamine; In dichloromethane;

DOI:10.1021/ja961400i

upstream raw materials:

Cyclohexanecarboxylic acid

t-butyldimethylsiyl triflate

(+)-trienomycinol

(+)-trienomycin C

Downstream raw materials:

(+)-trienomycin A

(6E,8E,10E,16Z)-(5R,13S,14S,15R)-15,22-Bis-tert-butoxycarbonyloxy-13-[(R)-2-(cyclohexanecarbonyl-amino)-propionyloxy]-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1⁽²³⁾,6,8,10,16,20⁽²⁴⁾,21-heptaene-2-carboxylic acid tert-butyl ester

(+)-mycotrienin I

mycotrienin II

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 180628-68-6 (R)-2-(Cyclohexanecarbonyl-amino)-propionic acid (6E,8E,10E,16Z)-(5R,13S,14R,15R)-22-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-5-methoxy-14,16-dimethyl-3-oxo-2-aza-bicyclo[18.3.1]tetracosa-1⁽²⁴⁾,6,8,10,16,20,22-heptaen-13-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send