Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester
• CAS No.: 91861-15-3
• Molecular Formula: C₁₄H₁₇NO₅
• Molecular Weight: 279.293
• Mol file: 91861-15-3.mol

Synonyms:Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

Chemical Property of Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

There total 2 articles about Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-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:

(+/-)-cis-2-methyl-3-(benzoyloxy)-2,3-dihydropyrone (91861-10-8) → Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (91861-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) mercuric acetate (Hg(OAc)2); 2.) sodium cyanoborohydride (NaCNBH₃) / 1.) room temp., 24 h; 2.) methanol, -78 deg C, 2.5 h

2: 2 h

With mercury(II) diacetate; sodium cyanoborohydride;

DOI:10.1021/ja00291a028

Reference yield:

(+/-)-methyl-4-O-benzoyl-2,6-dideoxy-β-threo-hexopyranosid-3-ulose (91861-13-1) → Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (91861-14-2) + Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (91861-15-3)

Guidance literature:

for 2h;

DOI:10.1021/ja00291a028

Reference yield:

acetic anhydride (108-24-7) + Benzoic acid (2S,3S,6S)-4-[(Z)-hydroxyimino]-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester (91861-15-3) → C16H19NO6 (91861-17-5)

Guidance literature:

With triethylamine; dmap; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1021/ja00291a028

upstream raw materials:

(+/-)-methyl-4-O-benzoyl-2,6-dideoxy-β-threo-hexopyranosid-3-ulose

(+/-)-cis-2-methyl-3-(benzoyloxy)-2,3-dihydropyrone

Downstream raw materials:

C₁₆H₁₉NO₆