(1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide

Base Information

• Chemical Name: (1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide
• CAS No.: 142955-56-4
• Molecular Formula: C₃₅H₃₈N₂O₈
• Molecular Weight: 614.695

Synonyms:

Chemical Property of (1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide

There total 28 articles about (1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-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: 15.0%

(1S,3'S)-<1-(3,4-Dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3-methylbutyl> ammonium chloride (85027-78-7) + (S)-(Z)-N-(benzyloxycarbonyl)-4-aminohex-2-enedioic acid, 6-benzyl ester (142955-57-5) → (1S',3S,4S)-(Z)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide (142955-56-4) + (1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide (142955-56-4)

Guidance literature:

With dmap; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)92088-4

Reference yield: 15.0%

(1S,3'S)-<1-(3,4-Dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3-methylbutyl> ammonium chloride (85027-78-7) + (S)-(Z)-N-(benzyloxycarbonyl)-4-aminohex-2-enedioic acid, 6-benzyl ester (142955-57-5) → (1S',3S,4S)-(Z)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide (142955-56-4) + (1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide (142955-56-4)

Guidance literature:

With dmap; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)92088-4

Reference yield:

tert-butoxycarbonyl-L-leucinal (58521-45-2) → (1S',3S,4S)-(Z)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide (142955-56-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) diisopropylamine, n-butyl lithium, 2.) magnesium bromide etherate / 1.) THF/hexane, -78 deg C, 15 min, 2.) THF/hexane, -78 deg C, 15 min, 3.) THF/hexane, -78 deg C, 30 min

2: 1.) potassium hydroxide, 2.) triethylamine, methanesulphonyl chloride, 3.) 2 M aq. NaOH / 1.) ethanol/water, reflux, 3 h, 2.) THF, 0 deg C, 1 h, 3.) water, reflux, 1 h

3: 58 percent / iodine, magnesium / benzene / 1 h / Heating

4: 99 percent / 3 M HCl / methanol / 4 h / 0 °C

5: 75 percent / dicyclohexylcarbodiimide, 1-hydroxy-benzotriazole / dimethylformamide / 18 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; sodium hydroxide; n-butyllithium; iodine; benzotriazol-1-ol; magnesium bromide ethyl etherate; magnesium; methanesulfonyl chloride; triethylamine; diisopropylamine; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide; benzene;

DOI:10.1016/0040-4020(95)00776-5

upstream raw materials:

(1S,3'S)-<1-(3,4-Dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3-methylbutyl> ammonium chloride

(S)-(Z)-N-(benzyloxycarbonyl)-4-aminohex-2-enedioic acid, 6-benzyl ester

N-tert-butoxycarbonyl-L-leucine

tert-butoxycarbonyl-L-leucinal

Downstream raw materials:

((2S,3S)-2-{(S)-Hydroxy-[(S)-1-((S)-8-hydroxy-1-oxo-isochroman-3-yl)-3-methyl-butylcarbamoyl]-methyl}-5-oxo-tetrahydro-furan-3-yl)-carbamic acid benzyl ester

(1S',2R,3S,3R,4S)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-2,3-dihydroxypentamide

6-<<1(S)-<3(S),4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl>-3-methylbutyl>amino>-4(S),5(S)-dihydroxy-6-oxo-3(S)-ammoniohexanoate

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 142955-56-4 (1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide

Send

Send

Metric Ton KG G Pound L ML

Send

Send