3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

Base Information

Chemical Name:3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose
CAS No.:756485-50-4
Molecular Formula:C₅₀H₆₂O₁₆S₂
Molecular Weight:983.165
Hs Code.:

3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

Synonyms:3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

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Chemical Property of 3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

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Technology Process of 3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

There total 9 articles about 3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-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: 79.0%

: 756485-48-0
1,3,4-O-triacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

: 756485-50-4
3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

: 3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-β-D-glucopyranose

Guidance literature:: With hydrazinium monoacetate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2004.06.006

Reference yield: 69.0%

: 756485-49-1
1,3,4-O-triacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-β-D-glucopyranose

: 756485-50-4
3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

: 3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-β-D-glucopyranose

Guidance literature:: With hydrazinium monoacetate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2004.06.006

Reference yield:

: 592517-48-1
6-O-benzoyl-1,5-dideoxy-3,4-O-isopropylidene-5-thio-D-glucopyranose

: 756485-50-4
3,4-O-diacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / i-Pr₂NEt / CH₂Cl₂ / 3 h / 20 °C

2: 43 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / -20 °C

3: 100 percent / NaOMe / methanol / 20 h / 20 °C

4: 93 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 2 h / -78 - 20 °C

5: 51 percent / pyridine; trifluoroacetic anhydride / CH₂Cl₂ / 0 °C

6: 61 percent / aq. HCl / methanol / 1 h / 20 °C

7: pyridine / CH₂Cl₂ / 33 h / 20 °C

8: 79 percent / hydrazine acetate / dimethylformamide / 12 h / 20 °C

With pyridine; hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; hydrazinium monoacetate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In methanol; dichloromethane; N,N-dimethyl-formamide; 5: Pummerer rearrangement;
DOI:10.1016/j.tet.2004.06.006