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

Base Information

Chemical Name:(2R,4aR,6R,7R,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:863297-03-4
Molecular Formula:C₂₆H₂₅N₃O₄S
Molecular Weight:475.568
Hs Code.:

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

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

There total 3 articles about (2R,4aR,6R,7R,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-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: 72.0%

: 848397-71-7
S-phenyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-toluenesulfonyl)-α-D-thiomannopyranoside

: 4648-54-8
trimethylsilylazide

: 863297-03-4
(2R,4aR,6R,7R,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: ((2R,4aR,6R,7R,8S,8aR)-8-Benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-trimethyl-silane

Guidance literature:: In N,N-dimethyl-formamide; at 80 ℃;
DOI:10.1016/j.tetlet.2005.05.112

Reference yield: 35.0%

: 848397-71-7
S-phenyl 3-O-benzyl-4,6-O-benzylidene-2-O-(p-toluenesulfonyl)-α-D-thiomannopyranoside

: 863297-03-4
(2R,4aR,6R,7R,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 863297-04-5
(2R,4aR,6S,7R,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃;
DOI:10.1016/j.tetlet.2005.05.112

Reference yield:

: 158716-07-5
phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 863297-03-4
(2R,4aR,6R,7R,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / NaOH; K₂CO₃ / 4 h / 20 °C

2: 33 percent / NaN₃ / dimethylformamide / 80 °C

With sodium hydroxide; sodium azide; potassium carbonate; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.05.112