2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester
• CAS No.: 143660-65-5
• Molecular Formula: C₂₈H₄₇BrO₇Si
• Molecular Weight: 603.666
• Mol file: 143660-65-5.mol

Synonyms:2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester

There total 5 articles about 2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl 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: 97.0%

(2S,6R,7R)-(3E)-6-bromo-7-t-butyldimethylsilyloxy-1-p-methoxyphenylmethoxynon-3-ene-2,9-diol 9-pivaloate (143660-64-4) → 2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester (143660-65-5)

Guidance literature:

With titanium(IV) isopropylate; 4 Angstroem-MS; D-(-)-diisopropyl tartrate; In dichloromethane; at -20 ℃; for 72h;

DOI:10.1016/S0040-4039(00)74257-2

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → 2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester (143660-65-5)

Guidance literature:

Multi-step reaction with 2 steps

2: 97 percent / D-(-)-DIPT, Ti(OPrⁱ)4, 4 Angstroem-MS / CH₂Cl₂ / 72 h / -20 °C

With titanium(IV) isopropylate; 4 Angstroem-MS; D-(-)-diisopropyl tartrate; In dichloromethane;

DOI:10.1016/S0040-4039(00)74257-2

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3R)-3-[(R)-1-hydroxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester (143660-65-5)

Guidance literature:

Multi-step reaction with 2 steps

2: 97 percent / D-(-)-DIPT, Ti(OPrⁱ)4, 4 Angstroem-MS / CH₂Cl₂ / 72 h / -20 °C

With titanium(IV) isopropylate; 4 Angstroem-MS; D-(-)-diisopropyl tartrate; In dichloromethane;

DOI:10.1016/S0040-4039(00)74257-2

upstream raw materials:

(2S,6R,7R)-(3E)-6-bromo-7-t-butyldimethylsilyloxy-1-p-methoxyphenylmethoxynon-3-ene-2,9-diol 9-pivaloate

t-butyldimethylsiyl triflate

pivaloyl chloride

(2S,6S,7R)-(3E)-6,7-epoxy-1-p-methoxyphenylmethoxynon-3-ene-2,9-diol 2-benzoate

Downstream raw materials:

2,2-Dimethyl-propionic acid (3R,4R)-4-bromo-3-(tert-butyl-dimethyl-silanyloxy)-5-{(2R,3S)-3-[(R)-1-methanesulfonyloxy-2-(4-methoxy-benzyloxy)-ethyl]-oxiranyl}-pentyl ester