1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose

Base Information

Chemical Name:1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose
CAS No.:504422-32-6
Molecular Formula:C₁₆H₃₂O₁₁S
Molecular Weight:432.489
Hs Code.:

Synonyms:1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose

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Chemical Property of 1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose

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Technology Process of 1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose

There total 8 articles about 1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose 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:

: 107-30-2
chloromethyl methyl ether

: 1-O-metanesulfonyl-5a-carba-β-D-galactopyranose

: 504422-32-6
1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 40 ℃; for 12h;
DOI:10.1016/S0008-6215(02)00294-X

Reference yield:

: 90695-20-8
(1S)-2-exo,3-endo-diacetoxy-5-endo-acetoxymethyl-7-oxabicyclo<2.2.1.>heptane

: 504422-32-6
1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: 42.5 percent / H₂SO₄ / acetic acid / 20 h / 80 °C

2: NaOMe / methanol / 2 h / 20 °C

3: 4.95 g / p-TsOH*H₂O / dimethylformamide / 3 h / 50 °C

4: p-TsOH*H₂O / dimethylformamide / 0.5 h / 0 °C

5: pyridine / 22 h / 20 °C

6: aq. AcOH / 1 h / 60 °C

7: 0.894 g / N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / 40 °C

With pyridine; sulfuric acid; sodium methylate; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X

Reference yield:

: 52079-86-4
(1R)-(+)-(1,2,3/4,5)-2,3,4,5-tetrahydroxycyclohexane-1-methanol penta-acetate

: 504422-32-6
1-O-metanesulfonyl-2,3,4,6-tetra-O-methoxymethyl-5a-carba-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: NaOMe / methanol / 2 h / 20 °C

2: 4.95 g / p-TsOH*H₂O / dimethylformamide / 3 h / 50 °C

3: p-TsOH*H₂O / dimethylformamide / 0.5 h / 0 °C

4: pyridine / 22 h / 20 °C

5: aq. AcOH / 1 h / 60 °C

6: 0.894 g / N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / 40 °C

With pyridine; sodium methylate; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X