Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester

Base Information

• Chemical Name: Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester
• CAS No.: 161363-97-9
• Molecular Formula: C₂₆H₃₄O₅Si
• Molecular Weight: 454.638
• Mol file: 161363-97-9.mol

Synonyms:Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester

Chemical Property of Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester

There total 6 articles about Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester 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: 96.0%

acetic anhydride (108-24-7) + 2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-prop-2-en-1-ol (167425-39-0) → Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester (161363-97-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)78432-2

Reference yield:

(S)-1-(4-Methoxy-benzyloxy)-hexa-4,5-dien-3-ol (161443-19-2) → Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester (161363-97-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent

2: 97 percent / DDQ

3: 88 percent / PCC

5: 99 percent / iBu₂AlH / tetrahydrofuran / 0 °C

6: 96 percent / triethylamine, DMAP / CH₂Cl₂

With dmap; diisobutylaluminium hydride; triethylamine; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)78432-2

Reference yield:

(S)-3-(tert-Butyl-diphenyl-silanyloxy)-hexa-4,5-dienal (161363-95-7) → Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-allyl ester (161363-97-9)

Guidance literature:

Multi-step reaction with 3 steps

2: 99 percent / iBu₂AlH / tetrahydrofuran / 0 °C

3: 96 percent / triethylamine, DMAP / CH₂Cl₂

With dmap; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)78432-2

upstream raw materials:

acetic anhydride

2-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-prop-2-en-1-ol

(S)-1-(4-Methoxy-benzyloxy)-hexa-4,5-dien-3-ol

(S)-3-(tert-Butyl-diphenyl-silanyloxy)-hexa-4,5-dienal

Downstream raw materials:

Acetic acid 2-[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-allyl ester