(2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Base Information

Chemical Name:(2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
CAS No.:868759-78-8
Molecular Formula:C₁₆H₂₀O₅S
Molecular Weight:324.398
Hs Code.:

Synonyms:(2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

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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 (2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

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Technology Process of (2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

There total 1 articles about (2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 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: 67.0%

: (2S,3R,4S,5S,6R)-2-Allylsulfanyl-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

: 1125-88-8
benzaldehyde dimethyl acetal

: 868759-78-8
(2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 50 ℃; for 2h;
DOI:10.1055/s-2005-872244

Reference yield: 86.0%

: 868759-78-8
(2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 100-39-0
benzyl bromide

: 868759-79-9
(2R,4aR,6S,7R,8R,8aR)-6-Allylsulfanyl-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: (2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol; With BuSnO; cesium fluoride; In toluene; for 3h; Heating;

benzyl bromide; In N,N-dimethyl-formamide; for 12h;
DOI:10.1055/s-2005-872244

Reference yield:

: 868759-78-8
(2R,4aR,6S,7R,8R,8aS)-6-Allylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: (2R,4aR,8S,8aR)-8-Benzyloxy-2-phenyl-7-[((E)-propenyl)sulfanyl]-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuSnO; CsF / toluene / 3 h / Heating

1.2: 86 percent / dimethylformamide / 12 h

2.1: 93 percent / (CH₃)3COK / dimethylformamide / 1 h / 0 °C

3.1: pyridine / 2 h

4.1: NaN₃ / dimethylformamide / 8 h / 70 °C

With pyridine; sodium azide; BuSnO; potassium tert-butylate; cesium fluoride; In N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-2005-872244