(2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde

Base Information

Chemical Name:(2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde
CAS No.:81123-00-4
Molecular Formula:C₂₅H₃₂O₅
Molecular Weight:412.526
Hs Code.:

Synonyms:(2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde

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Chemical Property of (2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde

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Technology Process of (2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde

There total 14 articles about (2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde 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%

: (2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-3-(ethylsulfanyl-methylsulfanyl-methyl)-5-methoxy-tetrahydro-furan

: 81123-00-4
(2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde

Guidance literature:: With cadmium(II) carbonate; mercury dichloride; In water; acetone; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(01)82047-5

Reference yield:

: 100-39-0
benzyl bromide

: 81123-00-4
(2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1: NaH / dimethylformamide / 1 h / 20 °C

2: H₂O, H₂SO₄ / 2-methyl-propan-2-ol / 50 °C

3: toluene / 18 h / 50 °C

4: TsOH / dimethylformamide / 1 h / 20 °C

5: BuLi / 2.5 h / -78 °C

6: BF₃ - Et₂O / 18 h / 20 °C

7: DIBAL / toluene / 0.5 h / -78 °C

8: Amberlyst 15 (H type) / 2 h / 20 °C

9: NaH / dimethylformamide / 4 h / 20 °C

10: 85 percent / CdCO₃, HgCl₂ / acetone; H₂O / 1 h / 20 °C

With n-butyllithium; cadmium(II) carbonate; Amberlyst 15 (H type); sulfuric acid; boron trifluoride diethyl etherate; water; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; mercury dichloride; In water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4039(01)82047-5

Reference yield:

: 78785-21-4
3,5-Didesoxy-1,2-O-isopropyliden-3-C-methyl-α-D-xylo-hexofuranose

: 81123-00-4
(2R,3R)-2-((1S,2R)-2,4-Bis-benzyloxy-1-methyl-butyl)-5-methoxy-tetrahydro-furan-3-carbaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1: NaH / dimethylformamide / 1 h / 20 °C

2: H₂O, H₂SO₄ / 2-methyl-propan-2-ol / 50 °C

3: toluene / 18 h / 50 °C

4: TsOH / dimethylformamide / 1 h / 20 °C

5: BuLi / 2.5 h / -78 °C

6: BF₃ - Et₂O / 18 h / 20 °C

7: DIBAL / toluene / 0.5 h / -78 °C

8: Amberlyst 15 (H type) / 2 h / 20 °C

9: NaH / dimethylformamide / 4 h / 20 °C

10: 85 percent / CdCO₃, HgCl₂ / acetone; H₂O / 1 h / 20 °C

With n-butyllithium; cadmium(II) carbonate; Amberlyst 15 (H type); sulfuric acid; boron trifluoride diethyl etherate; water; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; mercury dichloride; In water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4039(01)82047-5