5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

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Chemical Name:5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid
CAS No.:927173-16-8
Molecular Formula:C₃₁H₄₅NO₁₈S
Molecular Weight:751.76
Hs Code.:

5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-<i>d</i>][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Synonyms:5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

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Chemical Property of 5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

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Technology Process of 5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

There total 10 articles about 5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid 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: 100.0%

: 874479-81-9
4-acetoxy-5-acetylamino-2-[7-benzoyloxy-6-(4,5-bis-benzoyloxy-2-benzoyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-6-(1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 927173-16-8
5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: With sodium hydroxide; In methanol; for 24h; pH=13;
DOI:10.1016/j.bmc.2005.08.057

Reference yield:

: 874479-74-0
methyl 4,6-O-benzylidene-3-O-(chloroacetyl)-β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranoside

: 927173-16-8
5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 50 percent / molecular sieves 4 Angstroem; DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

2: 78 percent / hydrazinium acetate / dimethylformamide / 20 - 40 °C

3: pyridine / CH₂Cl₂ / -78 - 0 °C

4: 426 mg / KNO₂ / dimethylformamide / 20 - 50 °C

5: pyridine / CH₂Cl₂ / -78 - 20 °C

6: 613 mg / dimethylformamide / 20 - 50 °C

7: 78 percent / hydrazinium acetate / dimethylformamide / 3 h / 20 °C

8: 57 percent / NaH; Kryptofix 21(R) / tetrahydrofuran / 0 - 20 °C

9: 100 percent / NaOH / methanol / 24 h / pH 13

With pyridine; dmap; sodium hydroxide; potassium nitrite; 4 A molecular sieve; hydrazinium monoacetate; sodium hydride; Kryptofix 21; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.08.057

Reference yield:

: 137119-40-5
methyl 4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 927173-16-8
5-acetylamino-2-[6-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylsulfanyl]-4-hydroxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: Bu₂SnO / methanol / 2 h / Heating

1.2: 70 percent / molecular sieves 4 Angstroem / toluene / 0.5 h / 0 °C

2.1: 50 percent / molecular sieves 4 Angstroem; DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

3.1: 78 percent / hydrazinium acetate / dimethylformamide / 20 - 40 °C

4.1: pyridine / CH₂Cl₂ / -78 - 0 °C

5.1: 426 mg / KNO₂ / dimethylformamide / 20 - 50 °C

6.1: pyridine / CH₂Cl₂ / -78 - 20 °C

7.1: 613 mg / dimethylformamide / 20 - 50 °C

8.1: 78 percent / hydrazinium acetate / dimethylformamide / 3 h / 20 °C

9.1: 57 percent / NaH; Kryptofix 21(R) / tetrahydrofuran / 0 - 20 °C

10.1: 100 percent / NaOH / methanol / 24 h / pH 13

With pyridine; dmap; sodium hydroxide; potassium nitrite; 4 A molecular sieve; hydrazinium monoacetate; sodium hydride; di(n-butyl)tin oxide; Kryptofix 21; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.08.057