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

Base Information

Chemical Name:(3aR,5R,5aS,8aS,8bR)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran
CAS No.:99166-43-5
Molecular Formula:C₂₂H₃₀O₆
Molecular Weight:390.477
Hs Code.:

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

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

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

There total 8 articles about (3aR,5R,5aS,8aS,8bR)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 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: 95.0%

: 100-39-0
benzyl bromide

: 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

: 99166-43-5
(3aR,5R,5aS,8aS,8bR)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/ja00188a038

Reference yield:

: 118920-26-6
C₂₃H₂₀O₈

: 99166-43-5
(3aR,5R,5aS,8aS,8bR)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: Multi-step reaction with 8 steps

1: H₂SO₄

2: K₂CO₃ / methanol

3: H₂SO₄

4: O₃ / CH₂Cl₂; methanol / -78 °C

5: BH₃*THF

7: BF₃*Et₂O

8: NaH / dimethylformamide

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

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

: 99166-43-5
(3aR,5R,5aS,8aS,8bR)-5-((R)-1-Benzyloxy-but-3-enyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: Multi-step reaction with 6 steps

1: H₂SO₄

2: O₃ / CH₂Cl₂; methanol / -78 °C

3: BH₃*THF

5: BF₃*Et₂O

6: NaH / dimethylformamide

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