(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

Base Information

Chemical Name:(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
CAS No.:340142-42-9
Molecular Formula:C₅₇H₆₂O₉S
Molecular Weight:923.18
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 7 articles about (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 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: 80.0%

: 340142-40-7
(R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

: 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

Guidance literature:: 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

: 340142-42-9
(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

Guidance literature:: Multi-step reaction with 6 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

With dmap; sodium chlorite; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; iodine; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; 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

: 340142-42-9
(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

Guidance literature:: Multi-step reaction with 5 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

With dmap; sodium chlorite; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; In methanol; dichloromethane; acetonitrile; benzene; 5.1: Tebbe olefination;
DOI:10.1021/ol0156906