(7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal

Base Information

• Chemical Name: (7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal
• CAS No.: 854931-25-2
• Molecular Formula: C₃₅H₅₄O₇Si
• Molecular Weight: 614.895
• Mol file: 854931-25-2.mol

Synonyms:(7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal

Chemical Property of (7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal

There total 11 articles about (7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal 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:

(2R,3R)-2-((benzyloxy)methoxy)hex-5-en-3-ol → (7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal (854931-25-2)

Guidance literature:

Multi-step reaction with 8 steps

1: KH / tetrahydrofuran

2: O₃; NaHCO₃ / CH₂Cl₂; methanol / -78 °C

3: MgBr₂*Et₂O

4: 97 percent / imidazole / dimethylformamide

5: 92 percent / Rh(acac)2(CO)2; triarylphosphite-based ligand; H₂

6: 92 percent / indium / dimethylformamide

7: 94 percent / PCC; molecular sieves 4 Angstroem; NaOAc / CH₂Cl₂

8: O₃

With 1H-imidazole; indium; Rh(acac)2(CO)2; 4 A molecular sieve; triarylphosphite-based ligand; hydrogen; sodium acetate; potassium hydride; sodium hydrogencarbonate; ozone; pyridinium chlorochromate; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol050511w

Reference yield:

1-[(R)-1-((R)-1-Benzyloxymethoxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene → (7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal (854931-25-2)

Guidance literature:

Multi-step reaction with 7 steps

1: O₃; NaHCO₃ / CH₂Cl₂; methanol / -78 °C

2: MgBr₂*Et₂O

3: 97 percent / imidazole / dimethylformamide

4: 92 percent / Rh(acac)2(CO)2; triarylphosphite-based ligand; H₂

5: 92 percent / indium / dimethylformamide

6: 94 percent / PCC; molecular sieves 4 Angstroem; NaOAc / CH₂Cl₂

7: O₃

With 1H-imidazole; indium; Rh(acac)2(CO)2; 4 A molecular sieve; triarylphosphite-based ligand; hydrogen; sodium acetate; sodium hydrogencarbonate; ozone; pyridinium chlorochromate; magnesium bromide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol050511w

Reference yield:

(4S,6R,7R)-7-Benzyloxymethoxy-6-(4-methoxy-benzyloxy)-oct-1-en-4-ol → (7S,9R,10R)-10-Benzyloxymethoxy-7-(tert-butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,2-dimethyl-3-oxo-undecanal (854931-25-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / imidazole / dimethylformamide

2: 92 percent / Rh(acac)2(CO)2; triarylphosphite-based ligand; H₂

3: 92 percent / indium / dimethylformamide

4: 94 percent / PCC; molecular sieves 4 Angstroem; NaOAc / CH₂Cl₂

5: O₃

With 1H-imidazole; indium; Rh(acac)2(CO)2; 4 A molecular sieve; triarylphosphite-based ligand; hydrogen; sodium acetate; ozone; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol050511w

upstream raw materials:

(8S,10R,11R)-11-Benzyloxymethoxy-8-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-3,3-dimethyl-dodec-1-en-4-one

{1-[3-benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-but-3-enyloxy}-tert-butyl-dimethyl-silane

(5S,7R,8R)-8-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-nonanal

(8S,10R,11R)-11-Benzyloxymethoxy-8-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-3,3-dimethyl-dodec-1-en-4-ol

Downstream raw materials:

(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enal

(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester

[(2S,6R)-6-((E)-3-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-3-methyl-but-1-enyl)-4-methylene-tetrahydro-pyran-2-yl]-acetaldehyde

{2-[(2S,6R)-6-((E)-3-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-3-methyl-but-1-enyl)-4-methylene-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane