(Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-ol

Base Information

Chemical Name:(Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-ol
CAS No.:86203-40-9
Molecular Formula:C₄₀H₆₄O₆Si
Molecular Weight:669.03
Hs Code.:

(Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-ol

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Chemical Property of (Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-ol

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Technology Process of (Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-ol

There total 10 articles about (Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-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:

: 67320-20-1,83692-41-5,94292-91-8,64722-95-8
1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol

: 86203-40-9
(Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-ol

Guidance literature:: Multi-step reaction with 9 steps

2: 83 percent / Br₂, aqueous NaHCO₃ / diethyl ether / 5 °C

3: 75 percent / 40percent HMPA / tetrahydrofuran

4: 97 percent / 2.5percent HCl / methanol / 0 - 20 °C

5: 87 percent / Bu₃P / CH₂Cl₂ / Ambient temperature

6: 97 percent / KHSO₅ / methanol; H₂O / 0 - 20 °C

7: 95 percent / 10percent HMPA, LDA / tetrahydrofuran / -78 °C

8: 1.) Collins; 2.) Al(Hg) / 2.) 10percent aqueous THF, r.t.

9: NaBH₄ / aq. ethanol / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; aluminum amalgam; potassium peroxomonosulfate; tributylphosphine; bromine; sodium hydrogencarbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;

Reference yield:

: 86203-37-4
(3S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxymethoxy-pentanal

: 86203-40-9
(Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / 40percent HMPA / tetrahydrofuran

2: 97 percent / 2.5percent HCl / methanol / 0 - 20 °C

3: 87 percent / Bu₃P / CH₂Cl₂ / Ambient temperature

4: 97 percent / KHSO₅ / methanol; H₂O / 0 - 20 °C

5: 95 percent / 10percent HMPA, LDA / tetrahydrofuran / -78 °C

6: 1.) Collins; 2.) Al(Hg) / 2.) 10percent aqueous THF, r.t.

7: NaBH₄ / aq. ethanol / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; aluminum amalgam; potassium peroxomonosulfate; tributylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

Reference yield:

: (Z)-(6S,7R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-methoxymethoxy-oct-3-en-1-ol

: 86203-40-9
(Z)-(3S,9S,10R)-2-((2S,5R,6R)-6-tert-Butoxy-5-methyl-tetrahydro-pyran-2-yl)-10-(tert-butyl-diphenyl-silanyloxy)-9-methoxymethoxy-2-methyl-undec-6-en-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / Bu₃P / CH₂Cl₂ / Ambient temperature

2: 97 percent / KHSO₅ / methanol; H₂O / 0 - 20 °C

3: 95 percent / 10percent HMPA, LDA / tetrahydrofuran / -78 °C

4: 1.) Collins; 2.) Al(Hg) / 2.) 10percent aqueous THF, r.t.

5: NaBH₄ / aq. ethanol / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; aluminum amalgam; potassium peroxomonosulfate; tributylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;