Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-[2-(2-azido-ethoxy)-ethoxy]-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-[2-(2-azido-ethoxy)-ethoxy]-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester
CAS No.:213192-05-3
Molecular Formula:C₅₆H₆₆N₄O₁₄
Molecular Weight:1019.16
Hs Code.:

Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-[2-(2-azido-ethoxy)-ethoxy]-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-[2-(2-azido-ethoxy)-ethoxy]-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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

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

There total 7 articles about Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-[2-(2-azido-ethoxy)-ethoxy]-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-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: 57.0%

: 77790-47-7
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl bromide

: 213192-03-1
N-[(2R,3R,4R,5S,6R)-2-[2-(2-Azido-ethoxy)-ethoxy]-6-benzyloxymethyl-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide

: 213192-05-3
Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-[2-(2-azido-ethoxy)-ethoxy]-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1080/07328309808007459

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 213192-05-3
Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-[2-(2-azido-ethoxy)-ethoxy]-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 83.2 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide; CH₂Cl₂ / 1 h / Heating

2: 56 percent / NaBH₃CN / tetrahydrofuran / 0.25 h / Ambient temperature

3: 57 percent / AgOTf, iPr₂Et / CH₂Cl₂ / 6 h / Ambient temperature

With barium dihydroxide; silver trifluoromethanesulfonate; sodium cyanoborohydride; barium(II) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/07328309808007459

Reference yield:

: 100-52-7
benzaldehyde

: 213192-05-3
Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-[2-(2-azido-ethoxy)-ethoxy]-2-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: ZnCl₂ / 24 h

2: 83.2 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide; CH₂Cl₂ / 1 h / Heating

3: 56 percent / NaBH₃CN / tetrahydrofuran / 0.25 h / Ambient temperature

4: 57 percent / AgOTf, iPr₂Et / CH₂Cl₂ / 6 h / Ambient temperature

With barium dihydroxide; silver trifluoromethanesulfonate; sodium cyanoborohydride; zinc(II) chloride; barium(II) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/07328309808007459