2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one

Base Information

Chemical Name:2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one
CAS No.:459426-96-1
Molecular Formula:C₂₄H₃₀O₅
Molecular Weight:398.499
Hs Code.:

Synonyms:2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one

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Chemical Property of 2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one

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Technology Process of 2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one

There total 11 articles about 2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one 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%

: 459426-90-5
(S)-2-Benzyloxy-1-((4R,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol

: 459426-96-1
2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one

Guidance literature:: With oxalyl dichloride; triethylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(02)00500-2

Reference yield:

: 1824-96-0,1824-97-1,3795-68-4,3795-69-5,4229-54-3,5531-18-0,7473-45-2,13039-63-9,13039-64-0,13039-65-1,13039-67-3,22416-73-5,22861-09-2,25129-51-5,52485-92-4,52689-55-1,52689-56-2,56607-40-0,72880-70-7,79083-42-4,86782-30-1,86782-31-2,89615-03-2,89673-67-6,89707-99-3,102045-32-9,135910-17-7
methyl ribofuranoside

: 459426-96-1
2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one

Guidance literature:: Multi-step reaction with 10 steps

1: H₂SO₄ / 0 - 20 °C

2: NaIO₄; RuO₂*H₂O / acetonitrile; CCl₄; H₂O

3: K₂CO₃ / dimethylformamide / 20 °C

4: 92 percent / diethyl ether / Heating

5: 92 percent / t-Bu₄NI; NaH / tetrahydrofuran / Heating

6: HCl / dioxane; H₂O / 60 °C

7: H₂SO₄ / 0 °C

8: 84 percent / LiAlH₄ / tetrahydrofuran / 0 °C

9: 98 percent / NaH / tetrahydrofuran / 20 °C

10: 85 percent / (COCl)2; Et₃N / CH₂Cl₂; dimethylsulfoxide

With hydrogenchloride; ruthenium(IV) oxide; sodium periodate; lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; tetra(tert-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 10: Swern-oxidation;
DOI:10.1016/S0040-4039(02)00500-2

Reference yield:

: 4099-85-8,5531-21-5,20672-63-3,20672-65-5,58763-00-1,63029-07-2,72402-14-3,84894-45-1,129263-68-9,828937-29-7
methyl 2,3-O-isopropylidene-D-ribofuranoside

: 459426-96-1
2-Benzyloxy-1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-one

Guidance literature:: Multi-step reaction with 9 steps

1: NaIO₄; RuO₂*H₂O / acetonitrile; CCl₄; H₂O

2: K₂CO₃ / dimethylformamide / 20 °C

3: 92 percent / diethyl ether / Heating

4: 92 percent / t-Bu₄NI; NaH / tetrahydrofuran / Heating

5: HCl / dioxane; H₂O / 60 °C

6: H₂SO₄ / 0 °C

7: 84 percent / LiAlH₄ / tetrahydrofuran / 0 °C

8: 98 percent / NaH / tetrahydrofuran / 20 °C

9: 85 percent / (COCl)2; Et₃N / CH₂Cl₂; dimethylsulfoxide

With hydrogenchloride; ruthenium(IV) oxide; sodium periodate; lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; tetra(tert-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 9: Swern-oxidation;
DOI:10.1016/S0040-4039(02)00500-2