(R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ⁶-thia-inden-2-yl)-butyric acid methyl ester

Base Information

• Chemical Name: (R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ⁶-thia-inden-2-yl)-butyric acid methyl ester
• CAS No.: 870452-67-8
• Molecular Formula: C₂₁H₃₀O₆S₂
• Molecular Weight: 442.598

Synonyms:(R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ⁶-thia-inden-2-yl)-butyric acid methyl ester

Chemical Property of (R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ⁶-thia-inden-2-yl)-butyric acid methyl ester

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Technology Process of (R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ⁶-thia-inden-2-yl)-butyric acid methyl ester

There total 5 articles about (R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ⁶-thia-inden-2-yl)-butyric acid methyl 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: 80.0%

(R)-2-((2R,6S,7S)-7a-Hydroxy-7-methyl-4,4-dioxo-6-propyl-hexahydro-1,5-dioxa-4λ6-thia-inden-2-yl)-butyric acid methyl ester (870452-66-7) + thiophenol (108-98-5) → (R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ6-thia-inden-2-yl)-butyric acid methyl ester (870452-67-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

DOI:10.1002/anie.200501511

Reference yield:

2-((E)-1-Methyl-pent-1-enyl)-furan (90925-14-7) → (R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ6-thia-inden-2-yl)-butyric acid methyl ester (870452-67-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: monoisopinocampheylborane / tetrahydrofuran / -25 °C

1.2: H₂O₂; NaOH / 70 °C

1.3: triethylamine / tetrahydrofuran / 0 - 20 °C

2.1: tetrahydrofuran / -78 - 20 °C

2.2: 68 percent / ammonium chloride / H₂O; tetrahydrofuran / -78 - 20 °C

3.1: ozone; NaHCO₃ / CH₂Cl₂ / -78 °C

3.2: 86 percent / acetic anhydride; pyridine / CH₂Cl₂ / Heating

4.1: 80 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; ozone; (-)-Monoisopinocampheylborane; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.200501511

Reference yield:

(1S,2S,3S,6S,8R)-2-Methyl-3-propyl-4,11-dioxa-5-thia-tricyclo[6.2.1.01,6]undec-9-ene 5,5-dioxide → (R)-2-((2R,6S,7S)-7-Methyl-4,4-dioxo-7a-phenylsulfanyl-6-propyl-hexahydro-1,5-dioxa-4λ6-thia-inden-2-yl)-butyric acid methyl ester (870452-67-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / -78 - 20 °C

1.2: 68 percent / ammonium chloride / H₂O; tetrahydrofuran / -78 - 20 °C

2.1: ozone; NaHCO₃ / CH₂Cl₂ / -78 °C

2.2: 86 percent / acetic anhydride; pyridine / CH₂Cl₂ / Heating

3.1: 80 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; ozone; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.200501511

upstream raw materials:

(R)-2-((2R,6S,7S)-7a-Hydroxy-7-methyl-4,4-dioxo-6-propyl-hexahydro-1,5-dioxa-4λ⁶-thia-inden-2-yl)-butyric acid methyl ester

thiophenol

2-((E)-1-Methyl-pent-1-enyl)-furan

2-furan-2-yl-hexan-2-ol

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