2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl ester
• CAS No.: 224578-18-1
• Molecular Formula: C₃₁H₄₉NO₇Si
• Molecular Weight: 575.818

Synonyms:2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl ester

There total 5 articles about 2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl 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: 92.0%

2-(4-Methoxy-benzyloxymethyl)-oxazole-4-carbaldehyde (224578-16-9) + 2,2-Dimethyl-propionic acid (R)-3-(tert-butyl-dimethyl-silanyloxy)-5-tributylstannanylmethyl-hex-5-enyl ester → 2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl ester (224578-18-1)

Guidance literature:

With bromoborane; In dichloromethane; RT, 16 h, -78 deg C, 3 h;

DOI:10.1016/S0040-4039(98)01557-3

Reference yield:

p-methoxybenzyloxy acetic acid (88920-24-5) → 2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl ester (224578-18-1)

Guidance literature:

Multi-step reaction with 5 steps

2: DAST

3: 81 percent / BrCCl₃, DBU

4: 90 percent / DIBAL / CH₂Cl₂ / 0.17 h / -78 °C

5: 1.) (R,R)-1,2-diamino-1,2-diphenylethane bis-sulfonamide, BBr₃ / 1.) CH₂Cl₂, 12 h, 2.) CH₂Cl₂, -78 deg C

With Bromotrichloromethane; (R,R)-1,2-diamino-1,2-diphenylethane bis-sulfonamide; boron tribromide; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane;

DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

2-(4-methoxy-benzyloxymethyl)-oxazole-4-carboxylic acid methyl ester → 2,2-Dimethyl-propionic acid (3R,7R)-3-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-7-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-5-methylene-heptyl ester (224578-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / DIBAL / CH₂Cl₂ / 0.17 h / -78 °C

2: 1.) (R,R)-1,2-diamino-1,2-diphenylethane bis-sulfonamide, BBr₃ / 1.) CH₂Cl₂, 12 h, 2.) CH₂Cl₂, -78 deg C

With (R,R)-1,2-diamino-1,2-diphenylethane bis-sulfonamide; boron tribromide; diisobutylaluminium hydride; In dichloromethane;

DOI:10.1016/S0040-4039(99)00209-9

upstream raw materials:

2-(4-Methoxy-benzyloxymethyl)-oxazole-4-carbaldehyde

p-methoxybenzyloxy acetic acid

Downstream raw materials:

2,2-Dimethyl-propionic acid (3R,7S)-3-(tert-butyl-dimethyl-silanyloxy)-8-{(2S,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-5-methylene-7-(toluene-4-sulfonyloxy)-octyl ester

2,2-Dimethyl-propionic acid (3R,7S)-8-{(2S,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-3-hydroxy-5-methylene-7-(toluene-4-sulfonyloxy)-octyl ester

2,2-Dimethyl-propionic acid (3R,7S)-3-(tert-butyl-dimethyl-silanyloxy)-8-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-7-hydroxy-5-methylene-octyl ester

2,2-Dimethyl-propionic acid 2-((2R,6R)-6-{(2R,4R,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-ylmethyl}-4-methylene-tetrahydro-pyran-2-yl)-ethyl ester

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