methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside

Base Information

Chemical Name:methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside
CAS No.:142041-83-6
Molecular Formula:C₁₅H₂₀O₃
Molecular Weight:248.322
Hs Code.:

Synonyms:methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside

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Chemical Property of methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside

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Technology Process of methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside

There total 4 articles about methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside 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: 95.0%

: 478693-74-2
Methanesulfonic acid (2R,3R,4S,5S,6S)-2-benzyloxymethyl-3-methanesulfonyloxy-6-methoxy-5-methyl-tetrahydro-pyran-4-yl ester

: 142041-83-6
methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside

Guidance literature:: With sodium iodide; zinc; In N,N-dimethyl-formamide; for 24h; Heating;
DOI:10.1055/s-2002-34380

Reference yield:

: 68907-47-1
methyl 4,6-O-benzylidene-2-deoxy-2-C-methyl-α-D-altro-pyranoside

: 142041-83-6
methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / Et₃SiH; TFA / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 154.0 mg / pyridine; DMAP / 7 h / -10 - 20 °C

3: 95 percent / Zn; NaI / dimethylformamide / 24 h / Heating

With pyridine; triethylsilane; dmap; trifluoroacetic acid; sodium iodide; zinc; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2002-34380

Reference yield:

: 478693-62-8
methyl 6-O-benzyl-2-deoxy-2-C-methyl-α-D-altropyranoside

: 142041-83-6
methyl 2,3,4-trideoxy-2-C-methyl-6-O-benzyl α-D-threo-hex-3-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 154.0 mg / pyridine; DMAP / 7 h / -10 - 20 °C

2: 95 percent / Zn; NaI / dimethylformamide / 24 h / Heating

With pyridine; dmap; sodium iodide; zinc; In N,N-dimethyl-formamide;
DOI:10.1055/s-2002-34380