N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester

Base Information

Chemical Name:N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester
CAS No.:250137-67-8
Molecular Formula:C₂₄H₂₉NO₆
Molecular Weight:427.497
Hs Code.:

Synonyms:N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester

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Chemical Property of N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester

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Technology Process of N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester

There total 1 articles about N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester 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: 63.0%

: 67812-33-3
(4R,5R)-5-(methoxycarbonyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid

: 60046-47-1
(2R)-(+)-2-benzylamino-3-phenylpropan-1-ol

: 250137-67-8
N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 25 ℃; for 12h;
DOI:10.1021/jo9904967

Reference yield: 65.0%

: 250137-67-8
N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester

: 250137-74-7
N-benzyl-N'-[(1R)-1-benzyl-1-formyl]-(2R,3R)-2,3-di-O-isopropylidenetartramic acid methyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.25h;
DOI:10.1021/jo9904967

Reference yield:

: 250137-67-8
N-benzyl-N'-[(1R)-1-benzyl-2-hydroxyethyl]-(2R,3R)-2,3-di-isopropylidenetartramic acid methyl ester

: methyl (1S,4R,5S,7R)-4-endo-benzyl-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.25 h / -60 °C

2: 71 percent / H₂SO₄*SiO₂ / toluene / 0.5 h / Heating

3: 51 percent / BH₃*Me₂S / tetrahydrofuran / 0.5 h / Heating

4: 78 percent / H₂ / Pd(OH)2/C / methanol / 12 h / 20 °C

With oxalyl dichloride; dimethylsulfide borane complex; sulfuric acid; hydrogen; dimethyl sulfoxide; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Oxidation / 2: Cyclization / 3: Reduction / 4: Hydrogenation;
DOI:10.1021/jo9904967