(3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

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Chemical Name:(3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole
CAS No.:340142-44-1
Molecular Formula:C₅₁H₅₆O₉
Molecular Weight:813
Hs Code.:

(3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Synonyms:(3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

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Chemical Property of (3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

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Technology Process of (3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

There total 8 articles about (3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole 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: 64.0%

: 340142-42-9
(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-[(R)-4-benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-1-methylene-butoxy]-6-benzyloxymethyl-tetrahydro-pyran

: 340142-44-1
(3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/ol0156906

Reference yield:

: 340142-36-1
(3aS,4S,7R,7aS)-7-Allyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ol

: 340142-44-1
(3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / I₂ / cyclohexane

2.1: BF₃*OEt₂ / -78 °C

2.2: NaOMe / methanol

2.3: 70 percent / NaH; Bu₄NI / dimethylformamide

3.1: O₃; PPh₃ / methanol; CH₂Cl₂

4.1: NaClO₂; 2-methyl-2-butene / acetonitrile

5.1: 80 percent / DCC; DMAP / benzene

6.1: 64 percent / MeOTf; DTBMP / CH₂Cl₂

With dmap; sodium chlorite; 2,6-di-tert-butyl-4-methylpyridine; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; iodine; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; methyl trifluoromethanesulfonate; In methanol; dichloromethane; cyclohexane; acetonitrile; benzene; 6.1: Tebbe olefination;
DOI:10.1021/ol0156906

Reference yield:

: 340142-37-2
Acetic acid (S)-5-((R)-1-formyloxymethyl-but-3-enyl)-2,2-dimethyl-[1,3]dioxolan-4-yl ester

: 340142-44-1
(3aS,4R,7aR)-4-Benzyloxymethyl-2,2-dimethyl-6-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 6 steps

1.1: BF₃*OEt₂ / -78 °C

1.2: NaOMe / methanol

1.3: 70 percent / NaH; Bu₄NI / dimethylformamide

2.1: O₃; PPh₃ / methanol; CH₂Cl₂

3.1: NaClO₂; 2-methyl-2-butene / acetonitrile

4.1: 80 percent / DCC; DMAP / benzene

5.1: 64 percent / MeOTf; DTBMP / CH₂Cl₂

With dmap; sodium chlorite; 2,6-di-tert-butyl-4-methylpyridine; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; methyl trifluoromethanesulfonate; In methanol; dichloromethane; acetonitrile; benzene; 5.1: Tebbe olefination;
DOI:10.1021/ol0156906