5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

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Chemical Name:5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole
CAS No.:910058-07-0
Molecular Formula:C₄₇H₈₆N₄O₄SSi₂
Molecular Weight:859.461
Hs Code.:

5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

Synonyms:5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

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Chemical Property of 5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

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Technology Process of 5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

There total 22 articles about 5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole 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: 95.0%

: 910057-93-1
(2S,3R,6S)-3-tert-butyldimethylsilyloxy-6-{(2'S,5'R)-5'-[(1''S)-1''-tert-butyldimethylsilyloxy-9''-hydroxy-nonyl]-tetrahydrofuran-2'-yl}-2-decyl-tetrahydropyrane

: 86-93-1
1-Phenyl-1H-tetrazole-5-thiol

: 910058-07-0
5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1021/ol0614471

Reference yield:

: C₁₄H₂₁BrMgO

: 910058-07-0
5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 9 steps

1: 77 percent / CuI / tetrahydrofuran / -30 - 0 °C

2: 84 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / -50 °C

3: 60 percent / CSA / CH₂Cl₂; methanol / 0.5 h / 20 °C

4: 85 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

5: 53 percent / t-BuLi / diethyl ether; pentane / 3 h / -78 - -20 °C

6: 85 percent / pyridine; DMAP / 21 h / 0 - 20 °C

7: 82 percent / H₂ / Pd/C / methanol; ethyl acetate / 5 h / atmospheric pressure

8: 99 percent / pyridine / 1 h / 115 °C

9: 95 percent / Ph₃P; DIAD / tetrahydrofuran / 3 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; copper(l) iodide; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; hydrogen; tert.-butyl lithium; Dess-Martin periodane; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; pentane; 4: Dess-Martin oxidation;
DOI:10.1021/ol0614471

Reference yield:

: 910057-96-4
(3S,4S)-3-Benzyloxy-7,7-dimethoxy-heptane-1,4-diol

: 910058-07-0
5-((R)-9-(tert-Butyl-dimethyl-silanyloxy)-9-{(2R,5S)-5-[(2S,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-decyl-tetrahydro-pyran-2-yl]-tetrahydro-furan-2-yl}-nonylsulfanyl)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 16 steps

1.1: 93 percent / imidazole / CH₂Cl₂; toluene / 1 h / 20 °C

2.1: KH / tetrahydrofuran / -78 - 20 °C

2.2: 72 percent / MeLi / tetrahydrofuran; diethyl ether / 1.5 h / -78 - -40 °C

3.1: 70 percent / Cp₂ZrClH / CH₂Cl₂ / 24 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 12 h / -100 - 20 °C

5.1: 79 percent / Yb(OTf)3; H₂O / acetonitrile / 20 °C

6.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -20 - -10 °C

7.1: H₂; Rh(CO)2(acac); BIPHEPHOS / tetrahydrofuran / 36 h / 50 °C / 6000.48 Torr

8.1: 125 mg / NaHMDS / tetrahydrofuran / 3.5 h / -78 - 20 °C

9.1: 86 percent / CSA / CH₂Cl₂; methanol / 1 h / 20 °C

10.1: 95 percent / pyridine; DMAP / CH₂Cl₂ / 3 h / 20 °C

11.1: 202 mg / NaI / acetone / 21 h / 20 - 50 °C

12.1: 53 percent / t-BuLi / diethyl ether; pentane / 3 h / -78 - -20 °C

13.1: 85 percent / pyridine; DMAP / 21 h / 0 - 20 °C

14.1: 82 percent / H₂ / Pd/C / methanol; ethyl acetate / 5 h / atmospheric pressure

15.1: 99 percent / pyridine / 1 h / 115 °C

16.1: 95 percent / Ph₃P; DIAD / tetrahydrofuran / 3 h / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; acetylacetonatodicarbonylrhodium(l); Schwartz's reagent; n-butyllithium; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; water; hydrogen; tert.-butyl lithium; sodium hexamethyldisilazane; potassium hydride; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); triphenylphosphine; sodium iodide; ytterbium(III) triflate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile; pentane; 8.1: Wittig reaction;
DOI:10.1021/ol0614471