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

Base Information

• Chemical Name: (2R,4aR,6R,7S,8S,8aR)-7,8-Bis-benzyloxy-6-((R)-ethanesulfinyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
• CAS No.: 220155-65-7
• Molecular Formula: C₂₉H₃₂O₆S
• Molecular Weight: 508.635
• Mol file: 220155-65-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (2R,4aR,6R,7S,8S,8aR)-7,8-Bis-benzyloxy-6-((R)-ethanesulfinyl)-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: 35.0%

benzyl bromide (100-39-0) + S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside (R)S-oxide → (2R,4aR,6R,7S,8S,8aR)-7,8-Bis-benzyloxy-6-((R)-ethanesulfinyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (220155-65-7,188357-34-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1039/a804126a

Reference yield:

ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (218937-71-4) → (2R,4aR,6R,7S,8S,8aR)-7,8-Bis-benzyloxy-6-((R)-ethanesulfinyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (220155-65-7,188357-34-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1039/a804126a

Reference yield:

S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside (142924-31-0) → (2R,4aR,6R,7S,8S,8aR)-7,8-Bis-benzyloxy-6-((R)-ethanesulfinyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (220155-65-7,188357-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: MCPBA / CH₂Cl₂

2: 35 percent / NaH / tetrahydrofuran

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1039/a804126a

upstream raw materials:

benzyl bromide

ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside