(2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

Base Information

Chemical Name:(2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol
CAS No.:386761-63-3
Molecular Formula:C₃₂H₄₁N₃O₃Si
Molecular Weight:543.781
Hs Code.:

Synonyms:(2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

Suppliers and Price of (2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

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Chemical Property of (2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

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Technology Process of (2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

There total 1 articles about (2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol 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: 96.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 386761-62-2
(2R,3R,6S)-6-azido-3-(benzyloxy)-non-8-ene-1,2-diol

: 386761-63-3
(2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

Guidance literature:: With 1H-imidazole; In dichloromethane;
DOI:10.1055/s-2001-17461

Reference yield: 98.0%

: 124-63-0
methanesulfonyl chloride

: 386761-63-3
(2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

: 386761-64-4
(4S,7R,8R)-4-azido-7-(benzyloxy)-9-[(tert-butyldiphenylsilyl)oxy]-8-[(methylsulfonyl)oxy]non-1-ene

Guidance literature:: With pyridine; dmap;
DOI:10.1055/s-2001-17461

Reference yield:

: 386761-63-3
(2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

: 386761-69-9
12-((2R,5R,6S)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidin-2-yl)-5-hydroxydodecan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / DMAP; pyridine / 2.5 h / 0 - 20 °C

2: 89 percent / PPh₃ / tetrahydrofuran; H₂O / 12 h / 50 °C

3: 88 percent / Et₃N / methanol / 8 h / Heating

4: 100 percent / Na₂CO₃ / CH₂Cl₂; H₂O / 20 °C

5: 58 percent / [1,3-(2,4,6-Me₃C₆H₃)2-imidazolidin-2-yl]Ru(PCy₃)Cl₂(=CHPh) / CH₂Cl₂ / 4 h / 50 °C

6: 60 percent / H₂; HCl / 10percent Pd/C / methanol / 20 h / 20 °C / 760.05 Torr

With pyridine; hydrogenchloride; dmap; hydrogen; sodium carbonate; triethylamine; triphenylphosphine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo010653d