Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
• CAS No.: 863297-02-3
• Molecular Formula: C₃₃H₃₂O₇S₂
• Molecular Weight: 604.745

Synonyms:Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Chemical Property of Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Technology Process of Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 1 articles about Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 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: 87.0%

phenyl 3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside (128848-51-1) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (863297-02-3)

Guidance literature:

With sodium hydroxide; potassium carbonate; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2005.05.112

Reference yield: 55.0%

Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (863297-02-3) → (2R,4aR,8S,8aR)-8-Benzyloxy-2-phenyl-7-phenylsulfanyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine + (2R,4aR,6S,7S,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine (863297-05-6)

Guidance literature:

With trimethylsilylazide; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/j.tetlet.2005.05.112

Reference yield: 38.0%

Toluene-4-sulfonic acid (2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (863297-02-3) → (2R,4aR,6R,7S,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine (863297-06-7) + (2R,4aR,6S,7S,8S,8aR)-6-Azido-8-benzyloxy-2-phenyl-7-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine (863297-05-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/j.tetlet.2005.05.112

upstream raw materials:

phenyl 3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

p-toluenesulfonyl chloride

Downstream raw materials:

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

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

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