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

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Chemical Name:(3aR,4S,5R,7R,7aS)-7-Benzyloxymethyl-2,2-dimethyl-5-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-benzo[1,3]dioxol-4-ol
CAS No.:340142-46-3
Molecular Formula:C₅₁H₅₈O₁₀
Molecular Weight:831.016
Hs Code.:

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

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

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

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

There total 9 articles about (3aR,4S,5R,7R,7aS)-7-Benzyloxymethyl-2,2-dimethyl-5-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-benzo[1,3]dioxol-4-ol 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: 72.0%

: 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

: 340142-46-3
(3aR,4S,5R,7R,7aS)-7-Benzyloxymethyl-2,2-dimethyl-5-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-benzo[1,3]dioxol-4-ol

Guidance literature:: With sodium peroxide; dimethylsulfide borane complex;
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

: 340142-46-3
(3aR,4S,5R,7R,7aS)-7-Benzyloxymethyl-2,2-dimethyl-5-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-benzo[1,3]dioxol-4-ol

Guidance literature:: Multi-step reaction with 8 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

7.1: 72 percent / BH₃*Me₂S; Na₂O₂

With dmap; sodium chlorite; 2,6-di-tert-butyl-4-methylpyridine; 2-methyl-but-2-ene; sodium peroxide; dimethylsulfide borane complex; 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

: 340142-46-3
(3aR,4S,5R,7R,7aS)-7-Benzyloxymethyl-2,2-dimethyl-5-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-benzo[1,3]dioxol-4-ol

Guidance literature:: Multi-step reaction with 7 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

6.1: 72 percent / BH₃*Me₂S; Na₂O₂

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