(R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid

Base Information

Chemical Name:(R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid
CAS No.:865107-62-6
Molecular Formula:C₂₄H₃₈O₆
Molecular Weight:422.562
Hs Code.:

Synonyms:(R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid

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Chemical Property of (R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid

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Technology Process of (R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid

There total 8 articles about (R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid 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: 90.0%

: 865107-61-5
(R)-3-((R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoyl)-4-benzyloxazolidin-2-one

: 865107-62-6
(R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃; for 7h;
DOI:10.1021/jo050924a

Reference yield:

: 865107-57-9
(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentyl acetate

: 865107-62-6
(R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 84 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

2.1: 83 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 12 h / 20 °C

3.1: TiCl₄; i-Pr₂NEt / CH₂Cl₂; toluene / 1 h / -5 °C

3.2: 74 percent / CH₂Cl₂; toluene / 12.5 h / -78 - -50 °C

4.1: Zn(BH₄)2 / CH₂Cl₂; diethyl ether / 0.5 h / -78 °C

5.1: 3.80 g / CSA / 6 h / 20 °C

6.1: 90 percent / aq. H₂O₂; LiOH / tetrahydrofuran / 7 h / 0 - 20 °C

With pyridine; lithium hydroxide; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; dihydrogen peroxide; titanium tetrachloride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 2.1: Dess-Martin oxidation;
DOI:10.1021/jo050924a

Reference yield:

: (R)-4-Benzyl-3-[(2R,3S,4R,5S,6S,8R)-3,5-dihydroxy-9-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-nonanoyl]-oxazolidin-2-one

: 865107-62-6
(R)-2-((4S,5R,6S)-6-((2S,4R)-5-(4-methoxybenzyloxy)-4-methylpentan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)propanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 3.80 g / CSA / 6 h / 20 °C

2: 90 percent / aq. H₂O₂; LiOH / tetrahydrofuran / 7 h / 0 - 20 °C

With lithium hydroxide; camphor-10-sulfonic acid; dihydrogen peroxide; In tetrahydrofuran;
DOI:10.1021/jo050924a