(4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl ester

Base Information

• Chemical Name: (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl ester
• CAS No.: 170872-82-9
• Molecular Formula: C₃₆H₄₅F₅N₂O₆
• Molecular Weight: 696.755
• Mol file: 170872-82-9.mol

Synonyms:(4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl ester

Chemical Property of (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl ester

There total 12 articles about (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl 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:

4-Methyl-N-((3R,4S)-4-methyl-5-oxo-tetrahydro-furan-3-yl)-benzenesulfonamide → (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl ester (170872-82-9)

Guidance literature:

Multi-step reaction with 8 steps

1: aq. Ba(OH)2

3: DIEA, DMAP

4: DMAP

5: conc. HCl / methanol

6: (COCl)2 / dimethylsulfoxide

7: 1.) BuLi, 3.) sodium naphthalene, 4.) (COCl)2

8: 1.) LiOH, 2.) sodium naphthalene, 4.) DCC

With hydrogenchloride; dmap; barium dihydroxide; lithium hydroxide; n-butyllithium; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; sodium naphthalenide; In methanol; dimethyl sulfoxide;

DOI:10.1021/ja00140a025

Reference yield:

(2S,3R)-4-Hydroxy-2-methyl-3-(toluene-4-sulfonylamino)-butyric acid → (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl ester (170872-82-9)

Guidance literature:

Multi-step reaction with 7 steps

2: DIEA, DMAP

3: DMAP

4: conc. HCl / methanol

5: (COCl)2 / dimethylsulfoxide

6: 1.) BuLi, 3.) sodium naphthalene, 4.) (COCl)2

7: 1.) LiOH, 2.) sodium naphthalene, 4.) DCC

With hydrogenchloride; dmap; lithium hydroxide; n-butyllithium; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; sodium naphthalenide; In methanol; dimethyl sulfoxide;

DOI:10.1021/ja00140a025

Reference yield:

(2S,3R)-4-Hydroxy-2-methyl-3-(toluene-4-sulfonylamino)-butyric acid methyl ester → (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid pentafluorophenyl ester (170872-82-9)

Guidance literature:

Multi-step reaction with 6 steps

1: DIEA, DMAP

2: DMAP

3: conc. HCl / methanol

4: (COCl)2 / dimethylsulfoxide

5: 1.) BuLi, 3.) sodium naphthalene, 4.) (COCl)2

6: 1.) LiOH, 2.) sodium naphthalene, 4.) DCC

With hydrogenchloride; dmap; lithium hydroxide; n-butyllithium; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; sodium naphthalenide; In methanol; dimethyl sulfoxide;

DOI:10.1021/ja00140a025

upstream raw materials:

2,3,4,5,6-pentafluorophenol

2(S)-((tert-butoxycarbonyl)amino)-3-methyl-butyric acid 2,3,4,5,6-pentafluorophenyl ester

(4E,6E)-(2S,3S,8S,9S)-9-Methoxy-2,6,8-trimethyl-10-phenyl-3-(toluene-4-sulfonylamino)-deca-4,6-dienoic acid methyl ester

(2E,4S,5S)-5-methoxy-2,4-dimethyl-6-phenylhex-2-en-1-ol

Downstream raw materials:

C₅₅H₇₉N₅O₁₅

C₄₇H₇₃N₅O₁₄

dimethyl motuporine hydrate

(-)-motuporin