(2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid

Base Information

• Chemical Name: (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid
• CAS No.: 134440-92-9
• Molecular Formula: C₂₅H₃₇NO₅
• Molecular Weight: 431.572
• Mol file: 134440-92-9.mol

Synonyms:(2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid

Chemical Property of (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid

There total 73 articles about (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid 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: 98.0%

(2S,3S,8S,9S,4E,6E)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid methyl ester (134440-91-8) → (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid (134440-92-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; for 68h; Ambient temperature;

DOI:10.1021/jo982145i

Reference yield: 86.0%

(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol (194149-75-2) → (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid (134440-92-9)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1021/ja0206700

Reference yield: 64.0%

(3S,4S)-3-((1E,3E)-(5S,6S)-6-Methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl)-4-methyl-5-oxo-isoxazolidine-2-carboxylic acid tert-butyl ester (298202-11-6) → (2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid (134440-92-9)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at -45 ℃;

DOI:10.1021/ol006347o

upstream raw materials:

(2S,3S,8S,9S,4E,6E)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid methyl ester

(E,E)-(2S,3S,8S,9S)-3-(N-tert-butoxycarbonyl)amino-9-methoxy-10-phenyl-2,6,8-trimethyl-4,6-decadien-1-ol

(3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one

(3S,4S)-3-((1E,3E)-(5S,6S)-6-Methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl)-4-methyl-5-oxo-isoxazolidine-2-carboxylic acid tert-butyl ester

Downstream raw materials:

(2S,3S,8S,9S,4E,6E)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldecadienoic acid trifluoroacetate

Boc-Adda-D-iso-Glu(OMe)-MeΔAla-(D)-Ala-(L)-Leu-(D)-erythro-β-Me-iso-Asp(OMe)-(L)-Ala-OTce

Boc-Adda-D-iso-Glu(OMe)-N-(Me)-Gly-D-Ala-L-Leu-D-β-Me-iso-Asp(OMe)-L-Ala-OH

Boc-Adda-D-iso-Glu(OMe)-N-(cyclohexyl)-Gly-D-Ala-L-Leu-D-β-Me-iso-Asp(OMe)-L-Ala-OH