(2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide
CAS No.:475232-94-1
Molecular Formula:C₁₈H₂₉NO₅
Molecular Weight:339.432
Hs Code.:

Synonyms:(2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide

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Chemical Property of (2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide

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Technology Process of (2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide

There total 3 articles about (2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide 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: 69.0%

: 475232-93-0
(2R,4R,5S)-7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-heptanoic acid methoxy-methyl-amide

: 475232-94-1
(2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide

Guidance literature:: With sodium tris(acetoxy)borohydride; In acetic acid; at 20 ℃; for 0.75h;
DOI:10.1016/S0040-4020(02)00723-8

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 475232-94-1
(2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 °C

1.3: 57 percent / tetrahydrofuran; hexane / 0.67 h / -78 °C

2.1: 69 percent / NaBH(OAc)3 / acetic acid / 0.75 h / 20 °C

With n-butyllithium; sodium tris(acetoxy)borohydride; In tetrahydrofuran; hexane; acetic acid;
DOI:10.1016/S0040-4020(02)00723-8

Reference yield:

: 476365-25-0
methylketene dimer

: 475232-94-1
(2R,3R,4R,5S)-7-benzyloxy-3,5-dihydroxy-2,4-dimethylheptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 °C

1.3: 57 percent / tetrahydrofuran; hexane / 0.67 h / -78 °C

2.1: 69 percent / NaBH(OAc)3 / acetic acid / 0.75 h / 20 °C

With n-butyllithium; sodium tris(acetoxy)borohydride; In tetrahydrofuran; hexane; acetic acid;
DOI:10.1016/S0040-4020(02)00723-8