(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran
CAS No.:616238-12-1
Molecular Formula:C₃₉H₄₀O₅S
Molecular Weight:620.81
Hs Code.:

Synonyms:(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran

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Chemical Property of (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran

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Technology Process of (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran

There total 5 articles about (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran 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: 91.0%

: 124-41-4
sodium methylate

: 616238-11-0
Methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran-3-yl ester

: 616238-12-1
(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran

Guidance literature:: In methanol; for 4h; Heating;
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

: 616238-12-1
(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetone / 15 h / Heating

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

2.2: 25 percent / Hunig's base / CH₂Cl₂ / 24 h / 20 °C

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

4.1: 85 percent / DMAP / pyridine / 20 °C

5.1: 91 percent / methanol / 4 h / Heating

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

Reference yield:

: 616238-10-9
(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran-3-ol

: 616238-12-1
(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-5-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / DMAP / pyridine / 20 °C

2: 91 percent / methanol / 4 h / Heating

With dmap; In pyridine; methanol;
DOI:10.1021/ol0353518