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

Base Information

Chemical Name:(2R,3S,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentan-1-ol
CAS No.:124871-76-7
Molecular Formula:C₂₂H₄₀O₅Si
Molecular Weight:412.642
Hs Code.:

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

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

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Technology Process of (2R,3S,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentan-1-ol

There total 6 articles about (2R,3S,4R)-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentan-1-ol 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: 98.0%

: 124871-75-6
(2R,3S,4R)-1-benzyloxy-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentane

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

Guidance literature:: With hydrogen; Raney Ni(W-2); In ethanol; for 3h; Ambient temperature;
DOI:10.1248/cpb.37.1160

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With dmap; hydrogen; 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

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

Guidance literature:: Multi-step reaction with 5 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

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