(2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol

Base Information

• Chemical Name: (2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol
• CAS No.: 899798-69-7
• Molecular Formula: C₂₄H₃₆O₄Si
• Molecular Weight: 416.633
• Mol file: 899798-69-7.mol

Synonyms:(2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol

Chemical Property of (2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol

There total 3 articles about (2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol 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: 94.0%

(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-methoxymethoxy-2-methyl-pentan-1-one (899798-68-6) → (2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol (899798-69-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 2h;

DOI:10.1021/ol060669w

Reference yield:

(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-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 (899798-67-5) → (2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol (899798-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / iPr₂NEt / CH₂Cl₂ / 4 h / Heating

2: 94 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;

DOI:10.1002/chem.200700342

Reference yield:

3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) → (2S,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-2-methyl-pentan-1-ol (899798-69-7)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 94 percent / CH₂Cl₂ / 16 h / -78 °C

2.1: 91 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / Heating

3.1: 94 percent / lithium aluminum hydride / diethyl ether / 2 h / 0 °C

With lithium aluminium tetrahydride; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;

DOI:10.1021/ol060669w

upstream raw materials:

(2R,3S)-5-(tert-Butyl-diphenyl-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)-3-methoxymethoxy-2-methyl-pentan-1-one

(2R,3S)-5-(tert-Butyl-diphenyl-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)-3-hydroxy-2-methyl-pentan-1-one

3-(tert-butyldiphenylsilyloxy)-1-propanal

Downstream raw materials:

(3S,4S)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-3-methyl-hexanal

(3S,4S)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methoxymethoxy-3-methyl-hexanenitrile

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-enylsulfanyl]-1-phenyl-1H-tetrazole

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