(5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione

Base Information

• Chemical Name: (5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione
• CAS No.: 1240017-54-2
• Molecular Formula: C₂₅H₃₇NO₄Si
• Molecular Weight: 443.659

Synonyms:(5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione

Chemical Property of (5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione

There total 18 articles about (5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione 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: 93.0%

(5S,6R,7R,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-hydroxy-5-(4-methoxybenzyl)octahydro-3H-7,10a-methanopyrrolo[1,2-a]azocin-3-one (1240017-60-0) → (5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione (1240017-54-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃;

DOI:10.1016/j.tetlet.2010.05.089

Reference yield:

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoate (94790-24-6) → (5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione (1240017-54-2)

Guidance literature:

Multi-step reaction with 16 steps

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

2.1: sodium tetrahydroborate / methanol / 20 °C

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

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

4.2: 12 h / 80 °C

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

6.1: methanol / 20 °C

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

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

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

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

11.1: methanol; magnesium / 5 h / Heating

11.2: 2 h / 0 - 20 °C

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

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

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

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

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

With pyrrolidine; pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; oxalyl dichloride; dimethylsulfide; camphor-10-sulfonic acid; tert-butylmagnesium chloride; potassium thioacyanate; sodium tris(acetoxy)borohydride; ozone; magnesium; acetic acid; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; trichlorophosphate; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetonitrile; 6.1: |Ugi Condensation / 8.1: |Dieckmann Condensation / 16.1: |Swern Oxidation;

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

Reference yield:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → (5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione (1240017-54-2)

Guidance literature:

Multi-step reaction with 17 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

With pyrrolidine; pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; oxalyl dichloride; dimethylsulfide; camphor-10-sulfonic acid; tert-butylmagnesium chloride; potassium thioacyanate; sodium tris(acetoxy)borohydride; potassium carbonate; ozone; magnesium; acetic acid; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; trichlorophosphate; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; 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

upstream raw materials:

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

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

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoate

C₁₆H₂₂ClNO₄

Downstream raw materials:

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

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

(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

(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

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 1240017-54-2 (5S,7S,10aR)-8-{[tert-butyl(dimethyl)silyl]oxy}-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,6(2H,5H)-dione

Send

Send

Metric Ton KG G Pound L ML

Send

Send