Methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-benzylsulfanyl)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-benzylsulfanyl)-tetrahydro-pyran-3-yl ester
CAS No.:616238-07-4
Molecular Formula:C₃₆H₄₀O₈S₂
Molecular Weight:664.841
Hs Code.:

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

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

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

There total 5 articles about Methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-benzylsulfanyl)-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: 87.0%

: 124-63-0
methanesulfonyl chloride

: 616238-06-3
(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-benzylsulfanyl)-tetrahydro-pyran-3-ol

: 616238-07-4
Methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-benzylsulfanyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With dmap; In pyridine; at 20 ℃;
DOI:10.1021/ol0353518

Reference yield:

: 55659-53-5,77790-47-7,93381-69-2,53270-13-6
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl bromide

: 616238-07-4
Methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-benzylsulfanyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetone / 15 h / Heating

2.1: Na₂CO₃; Na₂SO₃ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

2.2: 82 percent / Hunig's base / CH₂Cl₂ / 24 h / 20 °C

3.1: 97 percent / NaOMe / methanol / 20 °C

4.1: 87 percent / DMAP / pyridine / 20 °C

With dmap; sodium methylate; sodium carbonate; sodium sulfite; In pyridine; methanol; dichloromethane; water; acetone;
DOI:10.1021/ol0353518

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 616238-07-4
Methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4-methoxy-benzylsulfanyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Na₂CO₃; Na₂SO₃ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

1.2: 82 percent / Hunig's base / CH₂Cl₂ / 24 h / 20 °C

2.1: 97 percent / NaOMe / methanol / 20 °C

3.1: 87 percent / DMAP / pyridine / 20 °C

With dmap; sodium methylate; sodium carbonate; sodium sulfite; In pyridine; methanol; dichloromethane; water;
DOI:10.1021/ol0353518