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200636-54-0

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CAS No.: 200636-54-0
Name: Phosphine oxide, [(2Z)-2-[(3R,4R,5R)-3,5-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-4-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]propoxy]-2-Methylenecyclohexylidene]ethyl]diphenyl-
Article Data: 4
Molecular Structure:
Molecular Structure of 200636-54-0 (Phosphine oxide, [(2Z)-2-[(3R,4R,5R)-3,5-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-4-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]propoxy]-2-Methylenecyclohexylidene]ethyl]diphenyl-)
Formula: C42H71O5PSi3
Molecular Weight: 771.253
Synonyms: [(2Z)-2-[(3R,4R,5R)-3,5-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-4-[3-[[(1,1-di Methylethyl)di Methylsilyl]oxy]propoxy]-2-Methylenecyclohexylidene]ethyl]diphenyl-;(Z)-[2-{(3R,4R,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylene-4-(3-(tert-butyldimethylsilanyloxy)propoxy)cyclohexylidene}ethyl]diphenylphosphine oxide;(Z)-2-[(3R,4R,5R)-3,5-bis(tert-butyldimethylsilyloxy)-4-(3-tert-butyldimethylsilyloxypropoxy)-2-methylenecyclohexylidene]ethyldiphenylphosphine oxide;
PSA: 63.80000
LogP: 11.46470
Related products
Synthetic route

{2-[(3R,4R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-2-methylene-cyclohex-(Z)-ylidene]-ethyl}-diphenyl-phosphane

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
With dihydrogen peroxide
With dihydrogen peroxide In chloroform for 0.0166667h;86 mg
With dihydrogen peroxide In tetrahydrofuran; chloroform; water at 20℃; for 0.5h;33.8 mg
1254276-84-0

((Z)-2-((3R,4R,5R)-3,5-bis((tert-butyldimethylsilyl)oxy)-4-(3-((tert-butyldiphenylsilyl)oxy)propoxy)-2-methylenecyclohexylidene)ethyl)diphenylphosphine oxide

69739-34-0

t-butyldimethylsiyl triflate

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Stage #1: (Z)-[2-{(3R,4R,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylene-4-(3-(tert-butyldiphenylsilanyloxy)propoxy)cyclohexylidene}ethyl]diphenylphosphine oxide With tetrabutyl ammonium fluoride In tetrahydrofuran Inert atmosphere;
Stage #2: t-butyldimethylsiyl triflate With N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;		70%

{2-[(3R,4R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-2-methylene-cyclohex-(Z)-ylidene]-ethyl}-diphenyl-phosphane

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
With dihydrogen peroxide
With dihydrogen peroxide In chloroform for 0.0166667h;86 mg
With dihydrogen peroxide In tetrahydrofuran; chloroform; water at 20℃; for 0.5h;33.8 mg
342644-91-1

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
2: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
3: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
4: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
200636-50-6

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
2: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
Multi-step reaction with 2 steps
2: H2O2
View Scheme
244278-87-3

[3R-(1Z,3β,4α,5α)]-2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethanol

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 83 percent / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
2: 82 percent / CSA; (+)-10-camphorsulfonic acid / methanol / 3 h / 20 °C
3: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C
4: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C
5: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
6: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
7: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
8: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
9: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
377091-68-4

[3R-(1Z,3β,4α,5α)]-2-[3,4,5-trihydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C
2: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C
3: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
4: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
5: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
6: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
7: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
342644-83-1

[3R-(1Z,3β,4α,5α)]-2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl trimethylacetate

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 82 percent / CSA; (+)-10-camphorsulfonic acid / methanol / 3 h / 20 °C
2: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C
3: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C
4: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
5: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
6: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
7: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
8: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
342644-90-0

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-hydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C
2: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
3: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
4: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
5: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
6: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
342645-82-3

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]-1-chloroethane

200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
2: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
3: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
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