(2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-pentan-1-one

Base Information

• Chemical Name: (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-pentan-1-one
• CAS No.: 899798-73-3
• Molecular Formula: C₂₉H₄₇NO₅SSi
• Molecular Weight: 549.847

Synonyms:(2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-pentan-1-one

Chemical Property of (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-pentan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-pentan-1-one

There total 4 articles about (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-pentan-1-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: 88.0%

(2R,3S)-5-Benzyloxy-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-hydroxy-2-methyl-pentan-1-one (899798-72-2) + t-butyldimethylsiyl triflate (69739-34-0) → (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-methyl-pentan-1-one (899798-73-3)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ol060669w DOI:10.1002/chem.200700342

Reference yield:

N-propionyl-(2R)-bornane-(10,2)-sultam (125664-95-1) → (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-methyl-pentan-1-one (899798-73-3)

Guidance literature:

Multi-step reaction with 3 steps

1: iPr₂NEt / CH₂Cl₂ / 0.5 h / -5 °C

2: CH₂Cl₂ / 16 h / -78 °C

3: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; 2: Evans asymmetric aldolization;

DOI:10.1002/chem.200700342

Reference yield:

3-Benzyloxypropanal (19790-60-4) → (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-methyl-pentan-1-one (899798-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nBu₂BOTf; N,N-diisopropylethylamine / CH₂Cl₂ / 0.5 h / -5 °C

1.2: 95 percent / CH₂Cl₂ / 16 h / -78 °C

2.1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ol060669w

upstream raw materials:

(2R,3S)-5-Benzyloxy-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-hydroxy-2-methyl-pentan-1-one

t-butyldimethylsiyl triflate

N-propionyl-(2R)-bornane-(10,2)-sultam

3-Benzyloxypropanal

Downstream raw materials:

C₄₈H₈₆O₆Si₃

(2S,3R,4S,5R,6S)-8-Benzyloxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-octan-2-ol

5-[(E)-(3S,4S,9S,10R,11S,12R,13S)-9,11-Bis-(tert-butyl-dimethyl-silanyloxy)-13-methoxy-3-methoxymethoxy-4,10,12-trimethyl-tetradec-6-ene-1-sulfonyl]-1-phenyl-1H-tetrazole

(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2,4-dimethyl-heptan-1-one

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 899798-73-3 (2R,3S)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-pentan-1-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send