Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid

Base Information

• Chemical Name: Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid
• CAS No.: 99679-74-0
• Molecular Formula: C₁₆H₂₁NO₇
• Molecular Weight: 339.345

Synonyms:Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid

Chemical Property of Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid

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Technology Process of Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid

There total 5 articles about Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid 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: 90.0%

Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-ribo-hexopyranosid-3-ulose (99679-75-1) → Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid (99679-74-0) + methyl 4,6-O-benzylidene-2-deoxy-2-(methoxycarbonylamino)-α-D-allopyranoside (174582-79-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; chloroform; at 0 ℃; for 1.5h;

DOI:10.1248/cpb.44.927

Reference yield: 83.0%

methyl 2-desoxy-2-(methoxycarbonylamino)-α-D-glucopyranoside (34299-66-6) + benzaldehyde dimethyl acetal (1125-88-8) → Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid (99679-74-0)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(02)00053-8

Reference yield: 61.0%

methyl 2-desoxy-2-(methoxycarbonylamino)-α-D-glucopyranoside (34299-66-6) + benzaldehyde (100-52-7) → Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid (99679-74-0)

Guidance literature:

With zinc(II) chloride; at 60 ℃; for 5h;

DOI:10.1248/cpb.44.927

upstream raw materials:

methyl 2-desoxy-2-(methoxycarbonylamino)-α-D-glucopyranoside

benzaldehyde dimethyl acetal

Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-ribo-hexopyranosid-3-ulose

benzaldehyde

Downstream raw materials:

Methyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-methoxycarbonylamino-α-D-glucopyranoside

3-O-benzylallosamizoline

3-((2S,3R,4R,5S,6S)-4-Benzyloxy-5-hydroxy-6-iodomethyl-2-methoxy-tetrahydro-pyran-3-yl)-1,1-dimethyl-urea

3-((2S,3R,4R,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-1,1-dimethyl-urea

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