(1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

Base Information

• Chemical Name: (1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one
• CAS No.: 138832-14-1
• Molecular Formula: C₃₇H₅₃NO₇Si₂
• Molecular Weight: 680.001
• Mol file: 138832-14-1.mol

Synonyms:(1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

Chemical Property of (1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

There total 16 articles about (1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-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: 80.0%

(1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(1R,2R)-1-hydroxy-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02.7>tridecan-11-one (126267-16-1,138876-90-1,138876-92-3,138921-37-6,141521-42-8,141554-53-2,141554-54-3,141554-55-4) → (1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02,7>tridecan-11-one (138832-14-1)

Guidance literature:

With pyridine; In dichloromethane; for 3h; Ambient temperature; Dess-Martin reagent;

Reference yield: 80.0%

(1R,2S,6R,7R,9S)-(+)-9-(tert-butyldiphenylsilyloxy)-6-<(1S,2R)-1-hydroxy-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02.7>tridecan-11-one (126267-16-1,138876-90-1,138876-92-3,138921-37-6,141521-42-8,141554-53-2,141554-54-3,141554-55-4) → (1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02,7>tridecan-11-one (138832-14-1)

Guidance literature:

With pyridine; In dichloromethane; for 3h; Ambient temperature; Dess-Martin reagent;

Reference yield:

tert-butyldiphenylsilyl triflate (92886-86-7) → (1R,2S,6R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(2R)-1-oxo-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02,7>tridecan-11-one (138832-14-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / collidine / CH₂Cl₂ / 24 h / Ambient temperature

2: 84 percent / DIBAH / tetrahydrofuran / -78 °C

3: 93 percent / pyridine / CH₂Cl₂ / 7 h / 20 °C / Dess-Martin periodinane reagent

4: 47 percent / Et₃N / Cl₃TiOiPr / CH₂Cl₂ / a) -78 deg C, 15 min, b) to -65 to -60 deg C, 6 h

5: 80 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature; Dess-Martin reagent

With pyridine; 2,3,5-trimethyl-pyridine; diisobutylaluminium hydride; triethylamine; titanium(IV) trichloride isopropoxide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

(1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<(1R,2R)-1-hydroxy-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2.7>tridecan-11-one

(1R,2S,6R,7R,9S)-(+)-9-(tert-butyldiphenylsilyloxy)-6-<(1S,2R)-1-hydroxy-2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2.7>tridecan-11-one

3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

tert-butyldiphenylsilyl triflate

Downstream raw materials:

(+)-sesbanimide A