4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose

Base Information

Chemical Name:4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose
CAS No.:123823-19-8
Molecular Formula:C₁₇H₂₂O₉S₂
Molecular Weight:434.488
Hs Code.:

Synonyms:4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose

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Chemical Property of 4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose

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Technology Process of 4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose

There total 1 articles about 4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose 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: 75.0%

: 124-63-0
methanesulfonyl chloride

: 39697-97-7
4-O-Allyl-1,6-anhydro-2-O-tosyl-β-D-glucopyranose

: 123823-19-8
4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose

Guidance literature:: With triethylamine; In dichloromethane; at -15 ℃; for 0.333333h;
DOI:10.1016/S0008-6215(00)90496-8

Reference yield:

: 123823-19-8
4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose

: 123823-25-6
1,6-anhydro-2-O-benzyl-3,4-dideoxy-β-D-erythro-hex-3-enopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / 2M NaOMe / CH₂Cl₂; methanol / 20 h / 20 °C

2: 95 percent / LiAlH₄ / diethyl ether / 2 h / Heating

3: 1) 1.4 M Na-methylsulfinylmethanide / 1) methyl sulfoxide, 0.5 h, 2) 1 h

4: 87 percent / K-tert-butoxide / dimethylsulfoxide / 2 h / 30 °C

With lithium aluminium tetrahydride; dimsylsodium; potassium tert-butylate; sodium methylate; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0008-6215(00)90496-8

Reference yield:

: 123823-19-8
4-O-Allyl-1,6-anhydro-3-O-methanesulfonyl-2-O-p-toluenesulfonyl-β-D-glucopyranose

: 123823-23-4
1,6-Anhydro-2-O-benzyl-3-deoxy-β-D-ribo-hexopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / 2M NaOMe / CH₂Cl₂; methanol / 20 h / 20 °C

2: 95 percent / LiAlH₄ / diethyl ether / 2 h / Heating

3: 1) 1.4 M Na-methylsulfinylmethanide / 1) methyl sulfoxide, 0.5 h, 2) 1 h

4: 80 percent / PdCl₂, Na-acetate / acetic acid; H₂O / Ambient temperature

With lithium aluminium tetrahydride; dimsylsodium; sodium methylate; sodium acetate; palladium dichloride; In methanol; diethyl ether; dichloromethane; water; acetic acid;
DOI:10.1016/S0008-6215(00)90496-8