ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside
• CAS No.: 161664-82-0
• Molecular Formula: C₃₃H₄₂O₆S
• Molecular Weight: 566.759

Synonyms:ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside

Chemical Property of ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside

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Technology Process of ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside

There total 1 articles about ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside 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: 88.0%

2-Methoxypropene (116-11-0) + Ethyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (129750-23-8) → ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside (161664-82-0)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at -40 ℃; for 0.116667h;

Reference yield: 37.0%

ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside (161664-82-0) → methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside (73415-91-5) + 1-[1-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-1-methyl-ethyl]-pyrrolidine-2,5-dione (161664-83-1)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at -40 ℃; for 1h;

Reference yield: 17.0%

N-Bromosuccinimide (128-08-5) + ethyl 3,4,6-tri-O-benzyl-2-O-(methoxy isopropylidene)-1-thio-α-D-mannopyranoside (161664-82-0) → methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside (73415-91-5) + 1-[1-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-1-methyl-ethyl]-pyrrolidine-2,5-dione (161664-83-1)

Guidance literature:

In dichloromethane; at -40 ℃; for 1h;

upstream raw materials:

2-Methoxypropene

Ethyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Downstream raw materials:

methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

1-[1-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-1-methyl-ethyl]-pyrrolidine-2,5-dione

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