(+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

Base Information

Chemical Name:(+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde
CAS No.:742062-02-8
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:(+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

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Chemical Property of (+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

Chemical Property:

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Technology Process of (+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

There total 7 articles about (+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-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:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 742062-02-8
(+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / imidazole / dimethylformamide / 3 h / 20 °C

2: 80 percent / potassium permanganate; acetic acid / acetone; H₂O / 2 h / 20 °C

3: 94 percent / pyridine; DMAP / CH₂Cl₂ / 24 h / 20 °C

4: 82 percent / acetic acid; water / tetrahydrofuran / 18 h / 20 °C

5: 95 percent / Me₄NBH(OAc)3; acetic acid / acetonitrile / 15 h / -20 °C

6: 100 percent / camphorsulfonic acid / 24 h / 20 °C

7: 90 percent / methanol; sodium / 18 h / 20 °C

8: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With pyridine; 1H-imidazole; methanol; dmap; potassium permanganate; camphor-10-sulfonic acid; water; sodium; Dess-Martin periodane; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo049556l

Reference yield:

: 253184-93-9
(-)-(2R)-1-benzyloxy-2-(tert-butyldimethylsilyloxy)pent-4-ene

: 742062-02-8
(+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / potassium permanganate; acetic acid / acetone; H₂O / 2 h / 20 °C

2: 94 percent / pyridine; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 82 percent / acetic acid; water / tetrahydrofuran / 18 h / 20 °C

4: 95 percent / Me₄NBH(OAc)3; acetic acid / acetonitrile / 15 h / -20 °C

5: 100 percent / camphorsulfonic acid / 24 h / 20 °C

6: 90 percent / methanol; sodium / 18 h / 20 °C

7: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With pyridine; methanol; dmap; potassium permanganate; camphor-10-sulfonic acid; water; sodium; Dess-Martin periodane; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/jo049556l

Reference yield:

: 742062-05-1
(+)-(4R)-1-acetyloxy-5-benzyloxy-4-hydroxy-pentan-2-one

: 742062-02-8
(+)-(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Me₄NBH(OAc)3; acetic acid / acetonitrile / 15 h / -20 °C

2: 100 percent / camphorsulfonic acid / 24 h / 20 °C

3: 90 percent / methanol; sodium / 18 h / 20 °C

4: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With methanol; camphor-10-sulfonic acid; sodium; Dess-Martin periodane; acetic acid; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetonitrile;
DOI:10.1021/jo049556l