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

Base Information

Chemical Name:(2R,3S,4R)-1-benzyloxy-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentane
CAS No.:124871-75-6
Molecular Formula:C₂₉H₄₆O₅Si
Molecular Weight:502.767
Hs Code.:

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

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Chemical Property of (2R,3S,4R)-1-benzyloxy-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentane

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

There total 4 articles about (2R,3S,4R)-1-benzyloxy-5-tert-butyldimethylsilyloxy-2,4-dimethyl-3-(3,4-dimethoxybenzyloxy)pentane 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:

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

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

Guidance literature:: Multi-step reaction with 4 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

With hydrogenchloride; dmap; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.37.1160

Reference yield:

: 124871-72-3
(2S,3S,4R)-1-benzyloxy-2,4-dimethyl-5-trityloxypentan-3-ol

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

Guidance literature:: Multi-step reaction with 3 steps

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

2: 59 percent / 4N HCl / tetrahydrofuran / 72 h / Ambient temperature

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

With hydrogenchloride; dmap; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.37.1160

Reference yield:

: 124871-73-4
(2S,3S,4R)-1-benzyloxy-2,4-dimethyl-3-(3,4-dimthoxybenzyloxy)-5-trityloxypentane

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

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / 4N HCl / tetrahydrofuran / 72 h / Ambient temperature

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

With hydrogenchloride; dmap; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.37.1160