[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Base Information

Chemical Name:[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile
CAS No.:250660-85-6
Molecular Formula:C₄₈H₅₅NO₆Si
Molecular Weight:770.053
Hs Code.:

[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Synonyms:

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Chemical Property of [(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

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Technology Process of [(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

There total 6 articles about [(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile 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:

: 143-33-9,25596-52-5
sodium cyanide

: Toluene-4-sulfonic acid (2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ylmethyl ester

: 250660-85-6
[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Guidance literature:: With 18-crown-6 ether; In N,N-dimethyl-formamide; at 80 ℃;
DOI:10.1055/s-1999-3646

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 250660-85-6
[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: PPTs / CH₂Cl₂ / 20 °C

2: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

3: DIBAL / CH₂Cl₂ / -20 °C

4: pyridine; DMAP / CH₂Cl₂ / 20 °C

5: 18-crown-6 / dimethylformamide / 80 °C

With pyridine; dmap; 18-crown-6 ether; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Etherification / 3: Reduction / 4: Tosylation / 5: Substitution;
DOI:10.1055/s-1999-3646

Reference yield:

: 173613-44-0
(2S,3R,4R,5S,6R)-2-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

: 250660-85-6
[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: PPTs / CH₂Cl₂ / 20 °C

2: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

3: DIBAL / CH₂Cl₂ / -20 °C

4: pyridine; DMAP / CH₂Cl₂ / 20 °C

5: 18-crown-6 / dimethylformamide / 80 °C

With pyridine; dmap; 18-crown-6 ether; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Etherification / 3: Reduction / 4: Tosylation / 5: Substitution;
DOI:10.1055/s-1999-3646