(2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one

Base Information

• Chemical Name: (2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one
• CAS No.: 1449125-52-3
• Molecular Formula: C₃₁H₅₂N₂O₅Si₂
• Molecular Weight: 588.935

Synonyms:

Chemical Property of (2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one

There total 21 articles about (2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one 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:

(5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)-3-oxooctahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-2-carboxylic acid → (2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one (1449125-52-3)

Guidance literature:

With hydrogenchloride; tetrabutylammomium bromide; sodium nitrite; In ethanol; water; at 0 - 20 ℃; for 10h;

DOI:10.3987/COM-12-S(N)38

Reference yield:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → (2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one (1449125-52-3)

Guidance literature:

Multi-step reaction with 21 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: triethylamine; tert-butylmagnesium chloride / tetrahydrofuran / 0 - 20 °C

3.1: sodium tetrahydroborate / methanol / 20 °C

4.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

5.1: potassium thioacyanate / water; ethanol / 24 h / 20 - 60 °C

5.2: 12 h / 80 °C

6.1: hydrogenchloride / methanol; water / 24 h / 20 °C

7.1: methanol / 20 °C

8.1: camphor-10-sulfonic acid; trimethyl orthoformate / 20 °C

9.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

10.1: sodium tetrahydroborate / methanol / 24 h / 20 °C

11.1: trichlorophosphate; pyridine / 2 h / 60 °C

12.1: methanol; magnesium / 5 h / Heating

12.2: 2 h / 0 - 20 °C

13.1: ozone; dimethylsulfide / methanol / -78 - 20 °C / Inert atmosphere

14.1: pyrrolidine; acetic acid / ethyl acetate / 24 h / 0 - 20 °C

15.1: acetic acid; sodium tris(acetoxy)borohydride / acetonitrile / 1 h / 0 °C

16.1: triethylamine / dichloromethane / 24 h / -20 °C

17.1: triethylamine; oxalyl dichloride / dimethyl sulfoxide / 0.17 h / -78 - 0 °C

18.1: diiodomethane; samarium; N,N,N,N,N,N-hexamethylphosphoric triamide / methanol; tetrahydrofuran / -78 °C

19.1: 2,6-dimethylpyridine / dichloromethane / 5 h / 20 °C

20.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -78 °C

21.1: hydrogenchloride; sodium nitrite; tetrabutylammomium bromide / water; ethanol / 10 h / 0 - 20 °C

With pyrrolidine; pyridine; 2,6-dimethylpyridine; hydrogenchloride; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; dimethylsulfide; diiodomethane; camphor-10-sulfonic acid; tert-butylmagnesium chloride; tetrabutylammomium bromide; potassium thioacyanate; sodium tris(acetoxy)borohydride; potassium carbonate; ozone; magnesium; acetic acid; triethylamine; diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; sodium nitrite; trichlorophosphate; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 7.1: |Ugi Condensation / 9.1: |Dieckmann Condensation / 17.1: |Swern Oxidation;

DOI:10.3987/COM-12-S(N)38

Reference yield:

C16H24ClNO4 (1240017-61-1) → (2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one (1449125-52-3)

Guidance literature:

Multi-step reaction with 18 steps

1.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

2.1: potassium thioacyanate / water; ethanol / 24 h / 20 - 60 °C

2.2: 12 h / 80 °C

3.1: hydrogenchloride / methanol; water / 24 h / 20 °C

4.1: methanol / 20 °C

5.1: camphor-10-sulfonic acid; trimethyl orthoformate / 20 °C

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

7.1: sodium tetrahydroborate / methanol / 24 h / 20 °C

8.1: trichlorophosphate; pyridine / 2 h / 60 °C

9.1: methanol; magnesium / 5 h / Heating

9.2: 2 h / 0 - 20 °C

10.1: ozone; dimethylsulfide / methanol / -78 - 20 °C / Inert atmosphere

11.1: pyrrolidine; acetic acid / ethyl acetate / 24 h / 0 - 20 °C

12.1: acetic acid; sodium tris(acetoxy)borohydride / acetonitrile / 1 h / 0 °C

13.1: triethylamine / dichloromethane / 24 h / -20 °C

14.1: triethylamine; oxalyl dichloride / dimethyl sulfoxide / 0.17 h / -78 - 0 °C

15.1: diiodomethane; samarium; N,N,N,N,N,N-hexamethylphosphoric triamide / methanol; tetrahydrofuran / -78 °C

16.1: 2,6-dimethylpyridine / dichloromethane / 5 h / 20 °C

17.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -78 °C

18.1: hydrogenchloride; sodium nitrite; tetrabutylammomium bromide / water; ethanol / 10 h / 0 - 20 °C

With pyrrolidine; pyridine; 2,6-dimethylpyridine; hydrogenchloride; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; dimethylsulfide; diiodomethane; camphor-10-sulfonic acid; tetrabutylammomium bromide; potassium thioacyanate; sodium tris(acetoxy)borohydride; ozone; magnesium; acetic acid; triethylamine; diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; sodium nitrite; trichlorophosphate; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetonitrile; 4.1: |Ugi Condensation / 6.1: |Dieckmann Condensation / 14.1: |Swern Oxidation;

DOI:10.3987/COM-12-S(N)38

upstream raw materials:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

C₁₆H₂₂ClNO₄

C₁₆H₂₄ClNO₄

C₁₆H₂₃NO₄

Downstream raw materials:

(1S,3S,6S,7S,8S,9S)-3-(N-benzyloxycarbonyl-N-methylamino)-6-(4-methoxybenzyl)-5-azatricyclo[6.3.1.0^1,5]dodecane-7,9-diol

(2S,5S,6S,7R,8S,10aS)-2-[[(benzyloxy)carbonyl]methylamino]octahydro-6-hydroxy-5-[(4-methoxyphenyl)methyl]-1H-7,10a-methanopyrrolo[1,2-a]azocin-8-yl dibenzyl phosphate

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 1449125-52-3 (2Z,5S,6S,7S,10aS)-6,8-bis{[tert-butyl(dimethyl)silyl]oxy}-2-(hydroxyimino)-5-(4-methoxybenzyl)-octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send