Acetic acid (E)-(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)-propenyl ester

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Chemical Name:Acetic acid (E)-(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)-propenyl ester
CAS No.:119007-08-8
Molecular Formula:C₂₃H₃₀O₈
Molecular Weight:434.486
Hs Code.:

Synonyms:Acetic acid (E)-(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)-propenyl ester

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Chemical Property of Acetic acid (E)-(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)-propenyl ester

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Technology Process of Acetic acid (E)-(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)-propenyl ester

There total 11 articles about Acetic acid (E)-(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)-propenyl ester 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

: 119007-08-8
Acetic acid (E)-(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)-propenyl ester

Guidance literature:: Multi-step reaction with 8 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

8: Et₃N, DMAP / CH₂Cl₂

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

Reference yield:

: 118893-76-8
C₂₆H₂₄O₈

: 119007-08-8
Acetic acid (E)-(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)-propenyl ester

Guidance literature:: Multi-step reaction with 9 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

9: Et₃N, DMAP / CH₂Cl₂

With dmap; borane-THF; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; ozone; acetic acid; triethylamine; 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

: 119007-08-8
Acetic acid (E)-(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)-propenyl ester

Guidance literature:: Multi-step reaction with 3 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

3: triethylamine, N,N-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / Ambient temperature

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