(R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:917017-62-0
Molecular Formula:C₄₁H₅₉NO₆Si
Molecular Weight:690.008
Hs Code.:

(R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Synonyms:(R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 1 articles about (R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl 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:

: (R)-4-{(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[(2R,6R)-4-methylene-6-(2-oxo-ethyl)-tetrahydro-pyran-2-ylmethyl]-tetrahydro-pyran-2-yl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 1779-49-3
Methyltriphenylphosphonium bromide

: 917017-62-0
(R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; pH=6;
DOI:10.1021/ol0619922

Reference yield:

: 917017-62-0
(R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: C₅₈H₇₈N₂O₁₀Si

Guidance literature:: Multi-step reaction with 7 steps

1: trifluoroacetic acid / CH₂Cl₂ / 0.33 h

2: 88 mg / EDCI; HOBT hydrate / CH₂Cl₂ / 10 h / 20 °C

3: NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 20 °C

4: 40 mg / Ph₃P; iPr₂NEt; 1,1,2,2-tetrachloro-1,2-dibromoethane / CH₂Cl₂ / 0.5 h / 20 °C

5: TBAF / tetrahydrofuran / 0.17 h / 20 °C

6: 9.5 mg / iPr₂NEt / CH₂Cl₂ / 0.17 h / 0 °C

7: Grubb's second generation catalyst / toluene / 1 h / 70 °C

With 1,2-dibromo-1,1,2,2-tetrachloroethane; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol0619922

Reference yield:

: 917017-62-0
(R)-4-[(2R,4R,6R)-6-((2R,6S)-6-Allyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: C₅₈H₇₈N₂O₁₀Si

Guidance literature:: Multi-step reaction with 7 steps

1: trifluoroacetic acid / CH₂Cl₂ / 0.33 h

2: 88 mg / EDCI; HOBT hydrate / CH₂Cl₂ / 10 h / 20 °C

3: NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 20 °C

4: 40 mg / Ph₃P; iPr₂NEt; 1,1,2,2-tetrachloro-1,2-dibromoethane / CH₂Cl₂ / 0.5 h / 20 °C

5: TBAF / tetrahydrofuran / 0.17 h / 20 °C

6: 9.5 mg / iPr₂NEt / CH₂Cl₂ / 0.17 h / 0 °C

7: Grubb's second generation catalyst / toluene / 1 h / 70 °C

With 1,2-dibromo-1,1,2,2-tetrachloroethane; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol0619922