Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
CAS No.:850200-28-1
Molecular Formula:C₆₃H₆₈O₁₃S
Molecular Weight:1065.29
Hs Code.:

Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Synonyms:Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

There total 5 articles about Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl 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: 86.0%

: 124-63-0
methanesulfonyl chloride

: 262293-16-3
(hepta-O-benzyl-β-D-cellobiosyl)methanol

: 850200-28-1
Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With pyridine; In dichloromethane; for 1h;
DOI:10.1021/ol0502127 DOI:10.1021/jm050422p

Reference yield:

: 795306-79-5
C₆₂H₆₄O₁₀

: 850200-28-1
Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran / 3 h / 0 °C

1.2: 82 percent / aq. H₂O₂; KOH / tetrahydrofuran / 0 - 20 °C

2.1: 86 percent / pyridine / CH₂Cl₂ / 1 h

With pyridine; 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm050422p

Reference yield:

: 148968-90-5
2,3,6-tris-O-(phenylmethyl)-4-O-[2,3,4,6-tetrakis-O-(phenylmethyl)-β-D-glucopyranosyl]-D-glucopyranoside

: 850200-28-1
Methanesulfonic acid (2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / Ac₂O; DMSO / CH₂Cl₂ / 19 h / 20 °C

2.1: 70 percent / toluene / 12 h / 70 °C

3.1: 9-BBN / tetrahydrofuran / 3 h / 0 °C

3.2: 82 percent / aq. H₂O₂; KOH / tetrahydrofuran / 0 - 20 °C

4.1: 86 percent / pyridine / CH₂Cl₂ / 1 h

With pyridine; 9-borabicyclo[3.3.1]nonane dimer; acetic anhydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jm050422p