[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Base Information

Chemical Name:[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile
CAS No.:620949-06-6
Molecular Formula:C₃₀H₃₃NO₅
Molecular Weight:487.596
Hs Code.:

Synonyms:[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

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Chemical Property of [(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

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Technology Process of [(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

There total 6 articles about [(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-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:

: 100-39-0
benzyl bromide

: 620949-06-6
[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

2: 90 percent / DIBAL-H / CH₂Cl₂ / 20 h / -78 - -20 °C

3: Et₃N / CH₂Cl₂ / 0 - 20 °C

4: dimethylformamide / 24 h / 50 °C

With sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01862-8

Reference yield:

: 620949-24-8
(2R,4aR,6S,7R,8aS)-6-Hydroxymethyl-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 620949-06-6
[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

2: 90 percent / DIBAL-H / CH₂Cl₂ / 20 h / -78 - -20 °C

3: Et₃N / CH₂Cl₂ / 0 - 20 °C

4: dimethylformamide / 24 h / 50 °C

With sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01862-8

Reference yield:

: 602301-65-5
(2R,4aR,6S,7R,8aS)-2-(4-Methoxy-phenyl)-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 620949-06-6
[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: O₃ / CH₂Cl₂; methanol / -78 °C

1.2: 96 percent / NaBH₄ / methanol; CH₂Cl₂

2.1: 96 percent / NaH / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

3.1: 90 percent / DIBAL-H / CH₂Cl₂ / 20 h / -78 - -20 °C

4.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

5.1: dimethylformamide / 24 h / 50 °C

With sodium hydride; diisobutylaluminium hydride; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01862-8