(R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:(R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester
CAS No.:340142-41-8
Molecular Formula:C₅₀H₅₆O₁₀S
Molecular Weight:849.055
Hs Code.:

(R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

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Chemical Property of (R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

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Technology Process of (R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

There total 5 articles about (R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl 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:

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

: 340142-41-8
(R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 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;
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

: 340142-41-8
(R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 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;
DOI:10.1021/ol0156906

Reference yield:

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

: 340142-41-8
(R)-4-Benzyloxy-3-((S)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-butyric acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / Na; NH₃ / tetrahydrofuran

2.1: 95 percent / I₂ / cyclohexane

3.1: BF₃*OEt₂ / -78 °C

3.2: NaOMe / methanol

3.3: 70 percent / NaH; Bu₄NI / dimethylformamide

4.1: O₃; PPh₃ / methanol; CH₂Cl₂

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

6.1: 80 percent / DCC; DMAP / benzene

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