(2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol
CAS No.:616238-15-4
Molecular Formula:C₃₂H₃₂O₅S
Molecular Weight:528.669
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol

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Chemical Property of (2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol

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Technology Process of (2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol

There total 4 articles about (2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol 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: 98.0%

: 616238-14-3
Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

: 616238-15-4
(2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol

Guidance literature:: With sodium methylate; In methanol; at 20 ℃;
DOI:10.1021/ol0353518

Reference yield:

: 34339-69-0
2,4,6-tri-O-acetyl-3-O-benzyl-α-D-glucopyranosyl bromide

: 616238-15-4
(2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol

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

3.1: 98 percent / NaOMe / methanol / 20 °C

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

Reference yield:

: 76-83-5
trityl chloride

: 616238-15-4
(2R,3R,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-tritylsulfanyl-tetrahydro-pyran-3,5-diol

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 58 percent / Hunig's base / CH₂Cl₂ / 24 h / 20 °C

2.1: 98 percent / NaOMe / methanol / 20 °C

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