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

Base Information

Chemical Name:(R)-2-Benzyloxy-1-((4R,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol
CAS No.:459426-97-2
Molecular Formula:C₂₄H₃₂O₅
Molecular Weight:400.515
Hs Code.:

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

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

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

There total 12 articles about (R)-2-Benzyloxy-1-((4R,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol 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: 72.0%

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

: 459426-97-2
(R)-2-Benzyloxy-1-((4R,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol

Guidance literature:: With potassium tri-sec-butyl-borohydride; In toluene; at 0 - 20 ℃;
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

: 459426-97-2
(R)-2-Benzyloxy-1-((4R,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol

Guidance literature:: Multi-step reaction with 11 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

11: 72 percent / K-Selectride / toluene / 0 - 20 °C

With hydrogenchloride; ruthenium(IV) oxide; sodium periodate; lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; tetra(tert-butyl)ammonium iodide; sodium hydride; potassium tri-sec-butyl-borohydride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 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

: 459426-97-2
(R)-2-Benzyloxy-1-((4R,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol

Guidance literature:: Multi-step reaction with 10 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

10: 72 percent / K-Selectride / toluene / 0 - 20 °C

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