(2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide
CAS No.:201993-96-6
Molecular Formula:C₂₄H₃₃NO₆
Molecular Weight:431.529
Hs Code.:

Synonyms:(2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

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Chemical Property of (2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

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Technology Process of (2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

There total 3 articles about (2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic 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: 85.0%

: 3587-60-8
Benzyloxymethyl chloride

: 152330-77-3
(2R,3S)-3-hydroxy-N-methoxy-5-(4-methoxybenzyloxy)-N,2-dimethylpentanamide

: 201993-96-6
(2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1021/ja0279646

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 201993-96-6
(2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-Bu₂BOTf; TEA / CH₂Cl₂ / 0.5 h / -40 - 0 °C

1.2: CH₂Cl₂ / 5 h / -78 - 0 °C

2.1: Me₃Al / tetrahydrofuran / 3 h / -20 - 20 °C

3.1: DIPEA; TBAI / CH₂Cl₂ / 15 h / 20 °C

With di-n-butylboryl trifluoromethanesulfonate; TEA; trimethylaluminum; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja016272z

Reference yield:

: 129985-91-7
<3(2R,3S),4R,5S>-3-<3-hydroxy-5-<(4-methoxyphenyl)methoxy>-2-methyl-1-oxopentyl>-4-methyl-5-phenyl-2-oxazolidinone

: 201993-96-6
(2R,3S)-3-Benzyloxymethoxy-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1: Me₃Al / tetrahydrofuran / 3 h / -20 - 20 °C

2: DIPEA; TBAI / CH₂Cl₂ / 15 h / 20 °C

With trimethylaluminum; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja016272z