(4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:(4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane
CAS No.:459426-91-6
Molecular Formula:C₂₅H₃₄O₅
Molecular Weight:414.542
Hs Code.:

Synonyms:(4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

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Chemical Property of (4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

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Technology Process of (4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

There total 12 articles about (4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane 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: 97.0%

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

: 74-88-4
methyl iodide

: 459426-91-6
(4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: (S)-2-Benzyloxy-1-((4R,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol; With sodium hydride; In tetrahydrofuran; for 2h; Heating;

methyl iodide; at 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

: 459426-91-6
(4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 10 steps

1.1: H₂SO₄ / 0 - 20 °C

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

3.1: K₂CO₃ / dimethylformamide / 20 °C

4.1: 92 percent / diethyl ether / Heating

5.1: 92 percent / t-Bu₄NI; NaH / tetrahydrofuran / Heating

6.1: HCl / dioxane; H₂O / 60 °C

7.1: H₂SO₄ / 0 °C

8.1: 84 percent / LiAlH₄ / tetrahydrofuran / 0 °C

9.1: 98 percent / NaH / tetrahydrofuran / 20 °C

10.1: NaH / tetrahydrofuran / 2 h / Heating

10.2: 97 percent / 20 °C

With hydrogenchloride; ruthenium(IV) oxide; sodium periodate; lithium aluminium tetrahydride; sulfuric acid; tetra(tert-butyl)ammonium iodide; sodium hydride; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile;
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

: 459426-91-6
(4S,5S)-4-((S)-2-Benzyloxy-1-methoxy-2-methyl-propyl)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 9 steps

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

2.1: K₂CO₃ / dimethylformamide / 20 °C

3.1: 92 percent / diethyl ether / Heating

4.1: 92 percent / t-Bu₄NI; NaH / tetrahydrofuran / Heating

5.1: HCl / dioxane; H₂O / 60 °C

6.1: H₂SO₄ / 0 °C

7.1: 84 percent / LiAlH₄ / tetrahydrofuran / 0 °C

8.1: 98 percent / NaH / tetrahydrofuran / 20 °C

9.1: NaH / tetrahydrofuran / 2 h / Heating

9.2: 97 percent / 20 °C

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