Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester
CAS No.:902768-10-9
Molecular Formula:C₃₃H₄₅NO₁₁S
Molecular Weight:663.786
Hs Code.:

Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

Synonyms:Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

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Technology Process of Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

There total 12 articles about Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-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: 71.0%

: 902768-09-6
N-[(2R,3R,4R,5S,6R)-2-((2R,3R,4R,5S,6S)-3-Allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-3-yl]-acetamide

: 124-63-0
methanesulfonyl chloride

: 902768-10-9
Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1055/s-2006-939057

Reference yield:

: phenyl 2-azido-2-deoxy-1-seleno-α-D-fucopyranoside

: 902768-10-9
Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: Bu₂SnO / benzene; methanol / 1.5 h / Heating

1.2: TBAB / toluene / 3 h / 65 °C

2.1: pyridine / 20 °C

3.1: NIS; water / tetrahydrofuran / 1 h / 20 °C

4.1: NaH / CH₂Cl₂ / 2 h / 0 °C

5.1: 89 percent / TMSOTf / CH₂Cl₂ / 3 h / 0 °C

6.1: PPh₃; water / tetrahydrofuran / 20 °C

7.1: pyridine / 20 °C

8.1: NaOMe / methanol; CH₂Cl₂ / 4 h / 20 °C

9.1: 71 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; water; sodium methylate; sodium hydride; di(n-butyl)tin oxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; benzene; 6.1: Staudinger reaction;
DOI:10.1055/s-2006-939057

Reference yield:

: Acetic acid (2R,3S,4R,5R)-5-azido-4-benzyloxy-6-hydroxy-2-methyl-tetrahydro-pyran-3-yl ester

: 902768-10-9
Methanesulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-((2R,3R,4R,5S,6S)-3-allyloxy-5-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / CH₂Cl₂ / 2 h / 0 °C

2: 89 percent / TMSOTf / CH₂Cl₂ / 3 h / 0 °C

3: PPh₃; water / tetrahydrofuran / 20 °C

4: pyridine / 20 °C

5: NaOMe / methanol; CH₂Cl₂ / 4 h / 20 °C

6: 71 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; water; sodium methylate; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 3: Staudinger reaction;
DOI:10.1055/s-2006-939057