(2R,4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2R,4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:197165-01-8
Molecular Formula:C₄₀H₅₀O₅S
Molecular Weight:642.9
Hs Code.:

Synonyms:(2R,4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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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,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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

There total 6 articles about (2R,4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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: 93.0%

: 100-39-0
benzyl bromide

: 197164-99-1
(2R,4aR,6R,7R,8R,8aS)-6-Dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 197165-01-8
(2R,4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 2.5h; Ambient temperature;
DOI:10.1021/jo971233k

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 197165-01-8
(2R,4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / camphorsulfonic acid / dimethylformamide / 3 h / 57 °C / 20 Torr

2: 93 percent / NaH / dimethylformamide / 2.5 h / Ambient temperature

With camphor-10-sulfonic acid; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/jo971233k

Reference yield:

: Dicyclohexyl-methanethiol

: 197165-01-8
(2R,4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 4 steps

1: 49 percent / TMSOTf / CH₂Cl₂ / 16 h / Ambient temperature

2: 100 percent / NaOMe / CH₂Cl₂; methanol / 3 h

3: 100 percent / camphorsulfonic acid / dimethylformamide / 3 h / 57 °C / 20 Torr

4: 93 percent / NaH / dimethylformamide / 2.5 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo971233k