(2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal

Base Information

Chemical Name:(2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal
CAS No.:124871-77-8
Molecular Formula:C₂₂H₃₈O₅Si
Molecular Weight:410.626
Hs Code.:

Synonyms:(2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal

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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 (2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal

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Technology Process of (2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal

There total 7 articles about (2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal 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: 92.0%

: 124871-76-7
(2R,3S,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentan-1-ol

: 124871-77-8
(2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1248/cpb.37.1160

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 124871-77-8
(2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, DMAP / CH₂Cl₂ / 45 h / Ambient temperature

2: 98 percent / H₂ / Raney Ni(W-2) / ethanol / 3 h / Ambient temperature

3: 92 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂

With dmap; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; Raney Ni(W-2); In ethanol; dichloromethane;
DOI:10.1248/cpb.37.1160

Reference yield:

: 98167-13-6
(2R,3R,4S)-1-benzyloxy-3,5-dihydroxy-2,4-dimethylpentane

: 124871-77-8
(2S,3R,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentanal

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N, DMAP / CH₂Cl₂ / 12 h / Ambient temperature

2: 52 percent / NaH / dimethylsulfoxide / 65/70 deg C, 1 h, RT_. 17.5 h

3: 59 percent / 4N HCl / tetrahydrofuran / 72 h / Ambient temperature

4: Et₃N, DMAP / CH₂Cl₂ / 45 h / Ambient temperature

5: 98 percent / H₂ / Raney Ni(W-2) / ethanol / 3 h / Ambient temperature

6: 92 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂

With hydrogenchloride; dmap; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; Raney Ni(W-2); In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.37.1160