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

Base Information

Chemical Name:[3R-(1Z,3α,4β,5β)]-[2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide
CAS No.:244278-83-9
Molecular Formula:C₃₀H₄₁O₄PSi
Molecular Weight:524.712
Hs Code.:

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

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

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Chemical Property of [3R-(1Z,3α,4β,5β)]-[2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

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Technology Process of [3R-(1Z,3α,4β,5β)]-[2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

There total 11 articles about [3R-(1Z,3α,4β,5β)]-[2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide 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: 81.0%

: {2-[(3aR,7R,7aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-4-methylene-tetrahydro-benzo[1,3]dioxol-(5Z)-ylidene]-ethyl}-diphenyl-phosphane

: 244278-83-9
[3R-(1Z,3α,4β,5β)]-[2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

Guidance literature:: With dihydrogen peroxide;
DOI:10.1021/ja990739c

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 244278-83-9
[3R-(1Z,3α,4β,5β)]-[2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 10 steps

1: 98 percent / imidazole

2: 83 percent / DIBAL

3: 100 percent / NaClO₄, NaH₂PO₄, 2-methyl-2-butene

4: 1.) CDI

5: 63 percent / NaH / tetrahydrofuran

6: 96 percent / DIBAL

7: 87 percent / Pd(OAc)2, PPh₃, Et₃N / dimethylformamide / Ambient temperature

8: 85 percent / LiCl, MsCl, lutidine

9: n-BuLi / tetrahydrofuran

10: 81 percent / 5 percent aq. H₂O₂

With 1H-imidazole; palladium diacetate; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; lutidine; sodium perchlorate; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole; lithium chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja990739c

Reference yield:

: 144847-71-2
(R)-3-((4R,5R)-2,2-Dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-3-hydroxy-propionitrile

: 244278-83-9
[3R-(1Z,3α,4β,5β)]-[2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl]-diphenylphosphine oxide

Guidance literature:: Multi-step reaction with 10 steps

1: 98 percent / imidazole

2: 83 percent / DIBAL

3: 100 percent / NaClO₄, NaH₂PO₄, 2-methyl-2-butene

4: 1.) CDI

5: 63 percent / NaH / tetrahydrofuran

6: 96 percent / DIBAL

7: 87 percent / Pd(OAc)2, PPh₃, Et₃N / dimethylformamide / Ambient temperature

8: 85 percent / LiCl, MsCl, lutidine

9: n-BuLi / tetrahydrofuran

10: 81 percent / 5 percent aq. H₂O₂

With 1H-imidazole; palladium diacetate; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; lutidine; sodium perchlorate; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole; lithium chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja990739c