(3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal

Base Information

Chemical Name:(3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal
CAS No.:185909-47-1
Molecular Formula:C₂₁H₃₆O₅Si
Molecular Weight:396.599
Hs Code.:

Synonyms:(3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal

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Chemical Property of (3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal

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Technology Process of (3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal

There total 7 articles about (3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 185909-47-1
(3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole / dimethylformamide

2: CSA / CH₂Cl₂

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

5: 79 percent / Ti(OiPr)4, (S)-BINOL / CH₂Cl₂ / 144 h / -20 °C

6: 96 percent / NaH / dimethylformamide

7: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C

With 1H-imidazole; titanium(IV) isopropylate; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)02110-7

Reference yield:

: 113494-89-6
methyl (S)-4-<(1,1-dimethylethyl)dimethylsiloxy>-3-hydroxybutanoate

: 185909-47-1
(3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal

Guidance literature:: Multi-step reaction with 6 steps

1: CSA / CH₂Cl₂

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

4: 79 percent / Ti(OiPr)4, (S)-BINOL / CH₂Cl₂ / 144 h / -20 °C

5: 96 percent / NaH / dimethylformamide

6: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C

With titanium(IV) isopropylate; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)02110-7

Reference yield:

: 185909-45-9
(S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyraldehyde

: 185909-47-1
(3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / Ti(OiPr)4, (S)-BINOL / CH₂Cl₂ / 144 h / -20 °C

2: 96 percent / NaH / dimethylformamide

3: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C

With titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium hydride; ozone; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)02110-7