(2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol

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Chemical Name:(2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol
CAS No.:211369-66-3
Molecular Formula:C₄₀H₄₉NO₁₀
Molecular Weight:703.83
Hs Code.:

(2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol

Synonyms:(2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol

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Chemical Property of (2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol

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Technology Process of (2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol

There total 8 articles about (2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol 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: 99.0%

: 211369-63-0
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-(2,5-dimethyl-pyrrol-1-yl)-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester

: 211369-66-3
(2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol

Guidance literature:: With triethylamine; In methanol; water; for 1h;
DOI:10.1021/jo9808728

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 211369-66-3
(2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / TMSOTf / CH₂Cl₂ / 0.25 h / -25 °C

2: 99 percent / Et₃N / H₂O; methanol / 1 h

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In methanol; dichloromethane; water;
DOI:10.1021/jo9808728

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 211369-66-3
(2R,3S,4R,5R,6R)-5-(2,5-Dimethyl-pyrrol-1-yl)-2-hydroxymethyl-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / methanol

2: pyridine / 4 h

3: 30 percent / hydrazine acetate / dimethylformamide / 0.5 h / 50 °C

4: 78 percent / DBU / CH₂Cl₂ / 1 h

5: 78 percent / TMSOTf / CH₂Cl₂ / 0.25 h / -25 °C

6: 99 percent / Et₃N / H₂O; methanol / 1 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo9808728