(3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate

Base Information

Chemical Name:(3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate
CAS No.:1001548-23-7
Molecular Formula:C₁₃H₁₇NO₅S
Molecular Weight:299.348
Hs Code.:

Synonyms:(3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate

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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 (3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate

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Technology Process of (3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate

There total 9 articles about (3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate 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:

: (S)-2-(benzyloxycarbonylamino)-1-((1S,2S,5S)-3,6-dioxabicyclo[3.1.0]hexan-2-yl)ethyl 4-methylbenzenesulphonate

: 1001548-23-7
(3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 1.5 - 3.75h; Product distribution / selectivity;

Reference yield:

: (3R,6R)-hexahydrofuro[3,2-b]furan-3,6-diol

: 1001548-23-7
(3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 8 steps

1: potassium hydroxide / tetrachloromethane; dichloromethane; water / 26 h / 0 °C / Inert atmosphere

2: lithium bromide / N,N-dimethyl-formamide / 27 h / 100 °C

3: water; ammonium chloride; zinc / tetrahydrofuran; isopropyl alcohol / 16 h / Inert atmosphere

4: ammonium hydroxide; ammonia; water / isopropyl alcohol / 16 h / 75 °C

5: sodium carbonate / 1,4-dioxane; water / 1.58 h / 0 °C

6: pyridine / 22 h / 24 - 40 °C

7: Oxone; 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate / water; acetonitrile / 0 °C

8: hydrogen / palladium 10% on activated carbon / ethanol / 1.5 h

With pyridine; Oxone; ammonium hydroxide; 1,1,1-trifluoro-2-propanone; ammonia; water; hydrogen; sodium hydrogencarbonate; sodium carbonate; ammonium chloride; potassium hydroxide; lithium bromide; zinc; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;

Reference yield:

: 1001547-69-8
(3R,3aS,6S,6aS)-6-bromohexahydrofuro[3,2-b]furan-3-yl 4-methylbenzenesulfonate

: 1001548-23-7
(3R,3aR,6S,6aS)-3-hydroxyhexahydro-2H-furo[3,2-b]pyrrol-6-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: water; ammonium chloride; zinc / tetrahydrofuran; isopropyl alcohol / 16 h / Inert atmosphere

2: ammonium hydroxide; ammonia; water / isopropyl alcohol / 16 h / 75 °C

3: sodium carbonate / 1,4-dioxane; water / 1.58 h / 0 °C

4: pyridine / 22 h / 24 - 40 °C

5: Oxone; 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate / water; acetonitrile / 0 °C

6: hydrogen / palladium 10% on activated carbon / ethanol / 1.5 h

With pyridine; Oxone; ammonium hydroxide; 1,1,1-trifluoro-2-propanone; ammonia; water; hydrogen; sodium hydrogencarbonate; sodium carbonate; ammonium chloride; zinc; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; water; isopropyl alcohol; acetonitrile;