methyl (E)-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-oct-6-enodialdo-1,5-pyranoside

Base Information

• Chemical Name: methyl (E)-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-oct-6-enodialdo-1,5-pyranoside
• CAS No.: 113421-14-0
• Molecular Formula: C₃₀H₃₂O₆
• Molecular Weight: 488.58

Synonyms:methyl (E)-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-oct-6-enodialdo-1,5-pyranoside

Chemical Property of methyl (E)-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-oct-6-enodialdo-1,5-pyranoside

Chemical Property:

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Technology Process of methyl (E)-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-oct-6-enodialdo-1,5-pyranoside

There total 10 articles about methyl (E)-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-oct-6-enodialdo-1,5-pyranoside 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: 75.0%

methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside (83051-88-1) + (triphenylphosphoranylidene)acetaldehyde (2136-75-6) → methyl (E)-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-oct-6-enodialdo-1,5-pyranoside (113421-14-0)

Guidance literature:

In benzene; for 1.5h; Heating;

Reference yield: 67.0%

methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside (40653-15-4) + (triphenylphosphoranylidene)acetaldehyde (2136-75-6) → methyl (E)-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-manno-oct-6-enodialdo-1,5-pyranoside (113421-14-0,115589-35-0)

Guidance literature:

In benzene; for 1.5h; Heating;

Reference yield: 64.0%

(triphenylphosphoranylidene)acetaldehyde (2136-75-6) + methyl 8-O-benzoyl-2,3,4-tri-O-benzyl-6,7-dideoxy-α,β-D-gluco-oct-6,7-dienopyranoside (113421-12-8,113421-17-3) → methyl 8-aldehydo-2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-oct-6-enodialdo-1,5-pyranoside (113421-14-0,115589-35-0)

Guidance literature:

With potassium carbonate; In toluene; for 2h; Heating;

DOI:10.1016/0008-6215(87)80192-1

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside

(triphenylphosphoranylidene)acetaldehyde

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-oct-6(E)-eno-α-D-manno-1,5-pyranoside

methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-6(E)-eno-α-D-gluco-oct-1,5-pyranoside

(E)-(3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-dodec-1-en-5-yn-4-ol

(2S,3R,4S,5S,6R)-2-Methoxy-6-((1R,2S)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-3,4,5-triol

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