2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid

Base Information

Chemical Name:2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid
CAS No.:868672-08-6
Molecular Formula:C₂₈H₃₅NO₁₄S₂
Molecular Weight:673.716
Hs Code.:

2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid

Synonyms:2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid

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Chemical Property of 2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid

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Technology Process of 2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid

There total 8 articles about 2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic 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:

: 868672-07-5
C₃₁H₃₈O₁₄S

: 107-35-7
Tau

: 868672-08-6
2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid

Guidance literature:: With triethylamine; In water; acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1021/ol051971s

Reference yield:

: 868671-94-7
4-hydroxy-3-(4-methoxybenzyloxy)-trans-cinnamic acid methyl ester

: 868672-08-6
2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / BF₃*Et₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -78 °C

2: 83 percent / K₂CO₃ / methanol / 12 h / 20 °C

3: 89 percent / PPTS / acetone / 8 h / 20 °C

4: 96 percent / SO₃*pyridine; pyridine / 1.5 h / 20 °C

5: 94 percent / LiOH; H₂O / 12 h / 20 °C

6: Et₃N / tetrahydrofuran; dimethylformamide / 0.33 h / 0 °C

7: Et₃N / acetonitrile; H₂O / 0.5 h / 20 °C

With pyridine; lithium hydroxide; pyridine-SO₃ complex; 4 A molecular sieve; boron trifluoride diethyl etherate; water; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 1: Schmidt glycosylation;
DOI:10.1021/ol051971s

Reference yield:

: 868672-00-8
(E)-3-[3-(4-Methoxy-benzyloxy)-4-((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid methyl ester

: 868672-08-6
2-{(E)-3-[3-(4-Methoxy-benzyloxy)-4-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-7-sulfooxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-phenyl]-acryloylamino}-ethanesulfonic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / PPTS / acetone / 8 h / 20 °C

2: 96 percent / SO₃*pyridine; pyridine / 1.5 h / 20 °C

3: 94 percent / LiOH; H₂O / 12 h / 20 °C

4: Et₃N / tetrahydrofuran; dimethylformamide / 0.33 h / 0 °C

5: Et₃N / acetonitrile; H₂O / 0.5 h / 20 °C

With pyridine; lithium hydroxide; pyridine-SO₃ complex; water; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/ol051971s