(S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one

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Chemical Name:(S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one
CAS No.:216162-69-5
Molecular Formula:C₆₅H₁₀₈O₁₄Si
Molecular Weight:1141.65
Hs Code.:

(S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one

Synonyms:(S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one

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Chemical Property of (S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one

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Technology Process of (S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one

There total 20 articles about (S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one 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: 86.0%

: C₆₅H₁₀₀O₁₄Si

: 216162-69-5
(S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one

Guidance literature:: With Wilkinson's catalyst; hydrogen; In ethanol; benzene; for 48h; Ambient temperature;
DOI:10.1021/ja981302s

Reference yield:

: 60902-45-6
nonyltriphenylphosphonium bromide

: 216162-69-5
(S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) KN(SiMe₃)2, 2.) HMPA / 1.) toluene, THF, -78 deg C, 2 h, 2.) toluene, THF, from -78 deg C to RT, 16 h

2: 94 percent / AD-mix-α, MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 16 h / 0 °C

3: 72 percent / p-TsOH / CH₂Cl₂ / 6 h / 0 °C

4: 73 percent / p-TsOH / CH₂Cl₂; methanol / 16 h / Ambient temperature

5: 70 percent / p-TsOH, acetone / 2 h / Ambient temperature

6: 92 percent / aq. p-TsOH / methanol / 0.5 h / 0 °C

7: 72 percent / iso-Pr₂NEt / CH₂Cl₂ / 16 h / Ambient temperature

8: 99.2 percent / aq. AcOH / 4 h / 30 °C

9: 95 percent / aq. NaIO₄ / CH₂Cl₂; acetone / 2 h / 0 °C

10: 96 percent / PPh₃ / CH₂Cl₂ / 0.25 h / 0 °C

11: 50 percent / n-BuLi / tetrahydrofuran / 2 h / -78 - -50 °C

12: 55 percent / CuI, Pd(PPh₃)2Cl₂, Et₃N / 16 h / Ambient temperature

13: 86 percent / H₂, Rh(PPh₃)3Cl / benzene; ethanol / 48 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; bis-triphenylphosphine-palladium(II) chloride; sodium periodate; AD-mix-α; copper(l) iodide; Wilkinson's catalyst; n-butyllithium; methanesulfonamide; hydrogen; potassium hexamethylsilazane; toluene-4-sulfonic acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; acetone; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/ja981302s

Reference yield:

: 197968-27-7
(S)-3-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hexyl]-5-methyl-5H-furan-2-one

: 216162-69-5
(S)-3-((R)-2-(tert-Butyl-diphenyl-silanyloxy)-9-{(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran-2-yl]-1,4-bis-(2-methoxy-ethoxymethoxy)-butyl]-tetrahydro-furan-2-yl}-nonyl)-5-methyl-5H-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / PCC, Celite / CH₂Cl₂ / 2 h / Ambient temperature

2: 88 percent / CrCl₂ / tetrahydrofuran / 4 h / 0 °C

3: 55 percent / CuI, Pd(PPh₃)2Cl₂, Et₃N / 16 h / Ambient temperature

4: 86 percent / H₂, Rh(PPh₃)3Cl / benzene; ethanol / 48 h / Ambient temperature

With chromium dichloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Wilkinson's catalyst; Celite; hydrogen; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; benzene;
DOI:10.1021/ja981302s