(4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Base Information

Chemical Name:(4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
CAS No.:616238-33-6
Molecular Formula:C₃₅H₃₆O₅S
Molecular Weight:568.734
Hs Code.:

Synonyms:(4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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Chemical Property of (4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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Technology Process of (4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

There total 5 articles about (4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 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%

: 100-39-0
benzyl bromide

: 616238-32-5
(4aR,6R,7S,8R,8aS)-2,2-Dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 616238-33-6
(4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: (4aR,6R,7S,8R,8aS)-2,2-Dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol; With di(n-butyl)tin oxide; Heating;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ol0353518

Reference yield:

: 3695-77-0
triphenylmethanethiol

: 616238-33-6
(4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: BF₃*Et₂O / nitromethane / 20 °C

2.1: NaOMe / methanol / 20 °C

3.1: 74 percent / pTSA / dimethylformamide / 1 h / 0 °C

4.1: Bu₂SnO / Heating

4.2: 67 percent / dimethylformamide / 20 °C

With boron trifluoride diethyl etherate; sodium methylate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; nitromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0353518

Reference yield:

: 616238-31-4
triphenylmethyl 1-thio-α-D-mannopyranoside

: 616238-33-6
(4aR,6R,7S,8R,8aR)-8-Benzyloxy-2,2-dimethyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 74 percent / pTSA / dimethylformamide / 1 h / 0 °C

2.1: Bu₂SnO / Heating

2.2: 67 percent / dimethylformamide / 20 °C

With di(n-butyl)tin oxide; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1021/ol0353518