3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester

Base Information

Chemical Name:3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester
CAS No.:439264-93-4
Molecular Formula:C₂₄H₂₈O₅
Molecular Weight:396.483
Hs Code.:

Synonyms:3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester

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Chemical Property of 3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester

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Technology Process of 3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester

There total 1 articles about 3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic 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: 78.0%

: 5029-66-3
methyl 3-iodopropanoate

: 177328-07-3
Trifluoro-methanesulfonic acid (5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl ester

: 439264-93-4
3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester

Guidance literature:: methyl 3-iodopropanoate; With copper; zinc; In N,N-dimethyl acetamide; benzene; for 2h; Heating;

Trifluoro-methanesulfonic acid (5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl ester; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl acetamide; benzene; at 20 ℃; Further stages.;
DOI:10.1021/jo025566f

Reference yield: 48.0%

: 439264-93-4
3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester

: (2R,3S,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-2-(3-hydroxy-propyl)-tetrahydro-pyran-3-ol

: 439264-95-6
(2S,3R,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-2-(3-hydroxy-propyl)-tetrahydro-pyran-3-ol

Guidance literature:: 3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃;

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; Further stages.;
DOI:10.1021/jo025566f

Reference yield:

: 439264-93-4
3-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-propionic acid methyl ester

: 291304-35-3
(4aS,6R,7S,8aR)-7-Benzyloxy-6-benzyloxymethyl-hexahydro-pyrano[3,2-b]pyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

1.2: 48 percent / 1N NaOH; 30percent H₂O₂ / tetrahydrofuran / 20 °C

2.1: 94 percent / KBr; TEMPO; NaClO / CH₂Cl₂; H₂O / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; dimethylsulfide borane complex; potassium bromide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo025566f