(R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde

Base Information

Chemical Name:(R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde
CAS No.:99166-44-6
Molecular Formula:C₂₁H₂₈O₇
Molecular Weight:392.449
Hs Code.:

Synonyms:(R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde

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Chemical Property of (R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde

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Technology Process of (R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde

There total 10 articles about (R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde 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:

: 118893-77-9
(3aR,5S,6R,7S,7aR)-5-Furan-2-yl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

: 99166-44-6
(R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: H₂SO₄

2: O₃ / CH₂Cl₂; methanol / -78 °C

3: BH₃*THF

5: BF₃*Et₂O

6: NaH / dimethylformamide

7: 1.) O₃; 2.) Zn, AcOH / 1.) CH₂Cl₂, -78 deg C

With borane-THF; boron trifluoride diethyl etherate; sodium hydride; ozone; acetic acid; zinc; sulfuric acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00311a090

Reference yield:

: 118893-76-8
C₂₆H₂₄O₈

: 99166-44-6
(R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: K₂CO₃ / methanol

2: H₂SO₄

3: O₃ / CH₂Cl₂; methanol / -78 °C

4: BH₃*THF

6: BF₃*Et₂O

7: NaH / dimethylformamide

8: 1.) O₃; 2.) Zn, AcOH / 1.) CH₂Cl₂, -78 deg C

With borane-THF; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; ozone; acetic acid; zinc; sulfuric acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00311a090

Reference yield:

: 99166-42-4
1-[2,2,7,7-tetramethyl-(3aR,5R,5aS,8aS,8bR)-perhydro-di[1,3]dioxolo[5,4-b:5,4-d]pyran-5-yl]-(1R)-but-3-en-1-ol

: 99166-44-6
(R)-3-Benzyloxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / sodium hydride / dimethylformamide / 24 h / Ambient temperature

2: 1.) O₃, 2.) zinc powder, glacial acetic acid / 1.) dichloromethane, -78 deg C, 2.) 3 h

With sodium hydride; ozone; acetic acid; zinc; In N,N-dimethyl-formamide;
DOI:10.1021/ja00188a038