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

Base Information

Chemical Name:(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran-3-ol
CAS No.:616238-10-9
Molecular Formula:C₃₈H₃₈O₅S
Molecular Weight:606.783
Hs Code.:

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

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

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

There total 3 articles about (2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran-3-ol 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: 97.0%

: 616238-09-6
Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(naphthalen-2-ylmethylsulfanyl)-tetrahydro-pyran-3-yl ester

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

Guidance literature:: With sodium methylate; In methanol; 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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-carbamimidoylsulfanyl-tetrahydro-pyran-3-yl ester; hydrobromide

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 25 percent / Hunig's base / CH₂Cl₂ / 24 h / 20 °C

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

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