2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic acid

Base Information

Chemical Name:2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic acid
CAS No.:874479-97-7
Molecular Formula:C₂₅H₃₆O₁₂S
Molecular Weight:560.62
Hs Code.:

2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic acid

Synonyms:2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic acid

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Chemical Property of 2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic acid

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Technology Process of 2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic acid

There total 9 articles about 2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic 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%

: 874479-86-4
C₅₅H₅₆O₁₆S

: 874479-97-7
2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic acid

Guidance literature:: With sodium hydroxide; In methanol; 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

: 874479-97-7
2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic 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: Et₃N / dimethylformamide

9: 100 percent / NaOH / methanol / pH 13

With pyridine; dmap; sodium hydroxide; potassium nitrite; 4 A molecular sieve; hydrazinium monoacetate; triethylamine; In 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

: 874479-97-7
2-[(2S,4aR,6S,7S,8R,8aS)-6-((2R,3S,4R,5R,6R)-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]-pentanoic 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: Et₃N / dimethylformamide

10.1: 100 percent / NaOH / methanol / pH 13

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