(3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal

Base Information

Chemical Name:(3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal
CAS No.:645413-32-7
Molecular Formula:C₂₉H₃₆O₃Si
Molecular Weight:460.689
Hs Code.:

Synonyms:(3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal

Chemical Property:

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Technology Process of (3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal

There total 6 articles about (3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal 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:

: 645413-31-6
(2R,3S)-2-benzyloxy-1-(tert-butyldiphenylsilyloxy)-3-methylpentan-5-ol

: 645413-32-7
(3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 14h;
DOI:10.1021/ja037935a

Reference yield:

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: 645413-32-7
(3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4A molecular sieves / toluene / 4 h / -78 °C

2.1: TMSOTf / CH₂Cl₂; hexane / 48 h / 22 °C

3.1: BH₃*THF / tetrahydrofuran / 15 h

3.2: NaOH; aq. H₂O₂ / tetrahydrofuran / 5 h

4.1: Dess-Martin periodinane / CH₂Cl₂ / 14 h

With borane-THF; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; toluene; 4.1: Dess-Martin oxidation;
DOI:10.1021/ja037935a

Reference yield:

: 138499-16-8
2-[(tert-butyldiphenylsilyl)oxy]ethanol

: 645413-32-7
(3R,4S)-4-benzyloxy-5-(tert-butyldiphenylsilyloxy)-3-methylpentanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 78 percent / Dess-Martin periodinane / CH₂Cl₂ / 12 h

2.1: 4A molecular sieves / toluene / 4 h / -78 °C

3.1: TMSOTf / CH₂Cl₂; hexane / 48 h / 22 °C

4.1: BH₃*THF / tetrahydrofuran / 15 h

4.2: NaOH; aq. H₂O₂ / tetrahydrofuran / 5 h

5.1: Dess-Martin periodinane / CH₂Cl₂ / 14 h

With borane-THF; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; toluene; 1.1: Dess-Martin oxidation / 5.1: Dess-Martin oxidation;
DOI:10.1021/ja037935a