(2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal

Base Information

Chemical Name:(2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal
CAS No.:176908-53-5
Molecular Formula:C₂₀H₂₄O₃
Molecular Weight:312.409
Hs Code.:

Synonyms:(2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal

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Chemical Property of (2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal

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Technology Process of (2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal

There total 8 articles about (2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal 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:

: 32453-67-1
5-deoxy-1,2-O-isopropylidene-α-D-erythro-pentofuranos-3-ulose

: 176908-53-5
(2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal

Guidance literature:: Multi-step reaction with 6 steps

1: diethyl ether / 0.33 h

2: 1.) NaH / 1.) THF, 30 min, 2.) 1 h

3: 87 percent / Bu₃SnH, AIBN / toluene / 2.5 h / Heating

4: 84 percent / HCl / tetrahydrofuran

5: 1.) NaH, 2.) Bu₄NI / 1.) THF, room temperature, 1 h, 2.) 2 d

6: 0.88 g / CdCO₃, HgCl₂ / acetone; H₂O / 4 h / Ambient temperature

With hydrogenchloride; cadmium(II) carbonate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; mercury dichloride; In tetrahydrofuran; diethyl ether; water; acetone; toluene;
DOI:10.1016/S0040-4020(97)00877-6

Reference yield:

: 4152-79-8,33156-02-4,37105-87-6,37105-91-2,37105-93-4,53597-97-0,97059-40-0
1,2-O-isopropylidene-5-methyl-5-deoxy-α-D-xylofuranose

: 176908-53-5
(2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal

Guidance literature:: Multi-step reaction with 7 steps

1: CrO₃, pyridine, Ac₂O / CH₂Cl₂ / 0.33 h

2: diethyl ether / 0.33 h

3: 1.) NaH / 1.) THF, 30 min, 2.) 1 h

4: 87 percent / Bu₃SnH, AIBN / toluene / 2.5 h / Heating

5: 84 percent / HCl / tetrahydrofuran

6: 1.) NaH, 2.) Bu₄NI / 1.) THF, room temperature, 1 h, 2.) 2 d

7: 0.88 g / CdCO₃, HgCl₂ / acetone; H₂O / 4 h / Ambient temperature

With pyridine; chromium(VI) oxide; hydrogenchloride; cadmium(II) carbonate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; mercury dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; toluene;
DOI:10.1016/S0040-4020(97)00877-6

Reference yield:

: 176908-50-2
5-deoxy-1,2-O-isopropylidene-3-methene-α-D-xylose

: 176908-53-5
(2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / H₂ / Pd/C / ethyl acetate / 2 h

2: 84 percent / HCl / tetrahydrofuran

3: 1.) NaH, 2.) Bu₄NI / 1.) THF, room temperature, 1 h, 2.) 2 d

4: 0.88 g / CdCO₃, HgCl₂ / acetone; H₂O / 4 h / Ambient temperature

With hydrogenchloride; cadmium(II) carbonate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; mercury dichloride; palladium on activated charcoal; In tetrahydrofuran; water; ethyl acetate; acetone;
DOI:10.1016/S0040-4020(97)00877-6