(1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde

Base Information

Chemical Name:(1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde
CAS No.:183610-78-8
Molecular Formula:C₃₁H₄₈O₃Si₂
Molecular Weight:524.891
Hs Code.:

Synonyms:(1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde

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Chemical Property of (1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde

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Technology Process of (1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde

There total 10 articles about (1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde 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: 80.0%

: C₃₈H₅₄O₄SSi₂

: 183610-78-8
(1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde

: 183962-07-4
(1S,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde

Guidance literature:: With dimethylsulfide; ozone; In methanol; dichloromethane; Yields of byproduct given; 1.) -78 deg C; 2.) room temp.;
DOI:10.1016/0040-4039(96)01692-9

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 183610-78-8
(1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / dimethylformamide / 4 h / Ambient temperature

2: 92 percent / SmI₂, HMPA / tetrahydrofuran / 0.5 h / Ambient temperature

3: O₃, Me₂S / CH₂Cl₂; methanol / -78 deg C, then -> room temp., 2 h, then room temp., 8 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; dimethylsulfide; ozone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/com-97-s(n)58

Reference yield:

: 121352-74-7
(2Z)-7-[(tert-butyldimethylsilyl)oxy]hept-2-en-1-ol

: 183610-78-8
(1R,2S)-2-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-pentyl]-cyclopropanecarbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) powdered 4A molecular sieves, D-(-)-diethyl tartrate, Ti(i-PrO)4; 2.) tert-butyl hyperoxide / CH₂Cl₂ / 1.) 0 deg C; 2.) -20 deg C, 20 h

2: 97 percent / DMAP / CH₂Cl₂ / 2 h / 0 °C

3: 83 percent / 1.) BuLi / tetrahydrofuran / 1.) -78 deg C, 30 min.; 2.) -78 deg C -> room temp. over 5 h, then 1 h

4: 96 percent / dimethylformamide / 4 h / Ambient temperature

5: 92 percent / SmI₂, HMPA / tetrahydrofuran / 0.5 h / Ambient temperature

6: O₃, Me₂S / CH₂Cl₂; methanol / -78 deg C, then -> room temp., 2 h, then room temp., 8 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; samarium diiodide; dimethylsulfide; diethyl (2S,3S)-tartrate; 4 A molecular sieve; ozone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/com-97-s(n)58