(2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde

Base Information

Chemical Name:(2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde
CAS No.:128041-91-8
Molecular Formula:C₄₄H₅₂O₉
Molecular Weight:724.891
Hs Code.:

(2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde

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Chemical Property of (2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde

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Technology Process of (2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde

There total 7 articles about (2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde 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:

: 128062-05-5
2,3,5,9-tetra-O-benzyl-4,8-dideoxy-4-C-(1'-formyl)-(1'S)-2,8-di-C-methyl-L-talo-L-altro-1',1-bipyranoside-decitol

: 128041-91-8
(2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / triethylamin, 2,4-dimethylaminopyridine / CH₂Cl₂ / 16 h / Ambient temperature

2: 1) DMSO, oxalyl chloride / 1) CH₂Cl₂, -78 deg C, 2) a) 25 min, b) Et₃N

3: 95 percent / tetrahydrofuran / Ambient temperature

4: 54 percent / BH₃*THF / tetrahydrofuran / 7 h / 0 °C

5: 1) N,N-di-isopropylethylamine, 2) tetrabutylammonium fluoride / 1) CH₂Cl₂, r.t., 16h, 2)THF, r.t., 6h

6: 1) DMSO, oxalylchloride 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min, 2) -78 to 0 deg C

With borane-THF; oxalyl dichloride; Chloro-oxo-acetic acid; 2,4-dimethylaminopyridine; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

: (3S,4S,4aS,6R,7R,8S,8aR,9aS,10R,10aS)-3,4,6,10-Tetrakis-benzyloxy-7-(3,4-dimethyl-benzyloxy)-3,8-dimethyl-decahydro-1,5,9-trioxa-anthracene

: 128041-91-8
(2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 1) 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, H₂O, 2) NaBH₄ / 1) a) CH₂Cl₂, p-dioxane, r.t., 4h, b) 3,4-dimethoxybenzylalcohol 2) EtOH, r.t., 12h

2: 75 percent / triethylamin, 2,4-dimethylaminopyridine / CH₂Cl₂ / 16 h / Ambient temperature

3: 1) DMSO, oxalyl chloride / 1) CH₂Cl₂, -78 deg C, 2) a) 25 min, b) Et₃N

4: 95 percent / tetrahydrofuran / Ambient temperature

5: 54 percent / BH₃*THF / tetrahydrofuran / 7 h / 0 °C

6: 1) N,N-di-isopropylethylamine, 2) tetrabutylammonium fluoride / 1) CH₂Cl₂, r.t., 16h, 2)THF, r.t., 6h

7: 1) DMSO, oxalylchloride 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min, 2) -78 to 0 deg C

With sodium tetrahydroborate; borane-THF; oxalyl dichloride; Chloro-oxo-acetic acid; 2,4-dimethylaminopyridine; tetrabutyl ammonium fluoride; water; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;

Reference yield:

: 123505-98-6
(2R,3S,4R,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-2-[(1R,2R)-2-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-6-methyl-hexahydro-pyrano[2,3-b]pyran-3-ol

: 128041-91-8
(2R,3S)-2-Benzyloxy-3-((2R,3R,4S,4aS,5S,6S,8aS)-4,5,6-tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-butyraldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 1) DMSO, oxalyl chloride / 1) CH₂Cl₂, -78 deg C, 2) a) 25 min, b) Et₃N

2: 95 percent / tetrahydrofuran / Ambient temperature

3: 54 percent / BH₃*THF / tetrahydrofuran / 7 h / 0 °C

4: 1) N,N-di-isopropylethylamine, 2) tetrabutylammonium fluoride / 1) CH₂Cl₂, r.t., 16h, 2)THF, r.t., 6h

5: 1) DMSO, oxalylchloride 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min, 2) -78 to 0 deg C

With borane-THF; oxalyl dichloride; Chloro-oxo-acetic acid; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;