Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester
CAS No.:132410-46-9
Molecular Formula:C₂₆H₃₃NO₈
Molecular Weight:487.55
Hs Code.:

Synonyms:Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

There total 6 articles about Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-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: 16.6%

: 132410-47-0
methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 132410-46-9
Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

: 132410-48-1
methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: With mercury(II) cyanide; In nitromethane; toluene; at 25 ℃; for 12h;
DOI:10.1021/jo00010a037

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 132410-46-9
Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92.3 percent / p-TsOH / dimethylformamide / 10 h / 25 °C

2: 85.5 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 24 h / 25 °C

3: NaCNBH₃, TFA, 4A molecular sieves / dimethylformamide / 24 h

4: 16.6 percent / Hg(CN)2 / toluene; nitromethane / 12 h / 25 °C

With barium dihydroxide; 4 A molecular sieve; mercury(II) cyanide; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; barium(II) oxide; In nitromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00010a037

Reference yield:

: 100-39-0
benzyl bromide

: 132410-46-9
Acetic acid (2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85.5 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 24 h / 25 °C

2: NaCNBH₃, TFA, 4A molecular sieves / dimethylformamide / 24 h

3: 16.6 percent / Hg(CN)2 / toluene; nitromethane / 12 h / 25 °C

With barium dihydroxide; 4 A molecular sieve; mercury(II) cyanide; sodium cyanoborohydride; trifluoroacetic acid; barium(II) oxide; In nitromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00010a037