cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

Base Information

Chemical Name:cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide
CAS No.:147128-79-8
Molecular Formula:C₁₀H₁₄N₂O₅S₃
Molecular Weight:338.43
Hs Code.:

Synonyms:cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

Chemical Property:

Purity/Quality:: 95%+ or 98%+ ^*data from raw suppliers

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Technology Process of cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

There total 6 articles about cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide 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:

: 154802-22-9
cis-(6S)-4-hydroxy-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

: 147200-03-1,120298-38-6
(4S,6S)?4?acetamido?5,6?dihydro?6?methyl?4H?thieno[2,3?b]thiopyran?2?sulfonamide?7,7?dioxide

: 147128-79-8,120298-38-6
cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

Guidance literature:: cis-(6S)-4-hydroxy-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide; With methanesulfonic acid; In water; acetonitrile; at 10 - 87 ℃; for 19h; Inert atmosphere; Reflux;

With ammonium hydroxide; In water; acetonitrile; at 7 - 40 ℃; for 4h; pH=7.3; Overall yield = 91.1 %; Overall yield = 20.6 g; Optical yield = 58 %de;

Reference yield:

: 154802-22-9
cis-(6S)-4-hydroxy-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

: 75-05-8,26809-02-9
acetonitrile

: 147200-03-1,120298-38-6
(4S,6S)?4?acetamido?5,6?dihydro?6?methyl?4H?thieno[2,3?b]thiopyran?2?sulfonamide?7,7?dioxide

: 147128-79-8,120298-38-6
cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

Guidance literature:: cis-(6S)-4-hydroxy-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide; acetonitrile; With methanesulfonic acid; at 10 - 87 ℃; for 18h; Inert atmosphere;

With ammonium hydroxide; water; at 7 - 40 ℃; for 4.5h; pH=7.3; Overall yield = 20.6 g;

Reference yield:

: 147086-79-1
(S)-5,6-dihydro-6-methylthieno<2,3-b>thiopyran-4-one

: 147200-03-1,120298-38-6
(4S,6S)?4?acetamido?5,6?dihydro?6?methyl?4H?thieno[2,3?b]thiopyran?2?sulfonamide?7,7?dioxide

: 147128-79-8,120298-38-6
cis-(6S)-4-acetylammino-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride; sulfuryl dichloride / 10 h / 28 °C / Inert atmosphere

2.1: ammonia / methanol; acetone / -10 °C / Inert atmosphere

3.1: sodium tungstate (VI) dihydrate / methanol; water / 47 h / 10 - 50 °C / Inert atmosphere

4.1: sodium tetrahydroborate / water; tetrahydrofuran / 2 h / 15 °C / Inert atmosphere

4.2: 2 h / 40 °C

5.1: methanesulfonic acid / water; acetonitrile / 19 h / 10 - 87 °C / Inert atmosphere; Reflux

5.2: 4 h / 7 - 40 °C / pH 7.3

With sodium tetrahydroborate; thionyl chloride; sulfuryl dichloride; sodium tungstate (VI) dihydrate; methanesulfonic acid; ammonia; In tetrahydrofuran; methanol; water; acetone; acetonitrile;