(2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol

Base Information

• Chemical Name: (2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol
• CAS No.: 145822-96-4
• Molecular Formula: C₄₂H₅₂O₉
• Molecular Weight: 700.869
• Mol file: 145822-96-4.mol

Synonyms:

Chemical Property of (2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol

There total 8 articles about (2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol 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:

(S)-5-Benzyloxy-3-(tetrahydro-pyran-2-yloxy)-pentanal (127760-85-4) → (2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol (145822-96-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / triethylamine / 5 h / 4125330 Torr / Ambient temperature

2: AcOH / H₂O / Ambient temperature

3: CSA / acetone / Ambient temperature

4: t-BuONa, KMnO₄, MgSO₄ / H₂O; benzene / Ambient temperature

5: K₂CO₃ / methanol / Ambient temperature

6: 98 percent / n-BuLi / tetrahydrofuran / Ambient temperature

7: 1.) AcOH, 2.) CSA / 1.) H₂O, room temperature, 2.) CH₂Cl₂, room temperature

8: 1.) BH₃*Me₂S, 2.) 15percent NaOH, 30percent H₂O₂ / 1.) THF, room temperature, 2.) room temperature

With sodium hydroxide; potassium permanganate; n-butyllithium; dimethylsulfide borane complex; camphor-10-sulfonic acid; dihydrogen peroxide; magnesium sulfate; potassium carbonate; acetic acid; sodium t-butanolate; In tetrahydrofuran; methanol; water; triethylamine; acetone; benzene;

DOI:10.1016/0040-4039(94)88288-6

Reference yield:

(3S,9S)-1,11-Bis-benzyloxy-6-nitro-undecane-3,5,7,9-tetraol → (2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol (145822-96-4)

Guidance literature:

Multi-step reaction with 6 steps

1: CSA / acetone / Ambient temperature

2: t-BuONa, KMnO₄, MgSO₄ / H₂O; benzene / Ambient temperature

3: K₂CO₃ / methanol / Ambient temperature

4: 98 percent / n-BuLi / tetrahydrofuran / Ambient temperature

5: 1.) AcOH, 2.) CSA / 1.) H₂O, room temperature, 2.) CH₂Cl₂, room temperature

6: 1.) BH₃*Me₂S, 2.) 15percent NaOH, 30percent H₂O₂ / 1.) THF, room temperature, 2.) room temperature

With sodium hydroxide; potassium permanganate; n-butyllithium; dimethylsulfide borane complex; camphor-10-sulfonic acid; dihydrogen peroxide; magnesium sulfate; potassium carbonate; acetic acid; sodium t-butanolate; In tetrahydrofuran; methanol; water; acetone; benzene;

DOI:10.1016/0040-4039(94)88288-6

Reference yield:

C31H43NO8 → (2R,3S,5S)-7-Benzyloxy-2-[(2S,4S,6S)-6-(2-benzyloxy-ethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-5-(4-methoxy-benzyloxy)-heptane-1,3-diol (145822-96-4)

Guidance literature:

Multi-step reaction with 5 steps

1: t-BuONa, KMnO₄, MgSO₄ / H₂O; benzene / Ambient temperature

2: K₂CO₃ / methanol / Ambient temperature

3: 98 percent / n-BuLi / tetrahydrofuran / Ambient temperature

4: 1.) AcOH, 2.) CSA / 1.) H₂O, room temperature, 2.) CH₂Cl₂, room temperature

5: 1.) BH₃*Me₂S, 2.) 15percent NaOH, 30percent H₂O₂ / 1.) THF, room temperature, 2.) room temperature

With sodium hydroxide; potassium permanganate; n-butyllithium; dimethylsulfide borane complex; camphor-10-sulfonic acid; dihydrogen peroxide; magnesium sulfate; potassium carbonate; acetic acid; sodium t-butanolate; In tetrahydrofuran; methanol; water; benzene;

DOI:10.1016/0040-4039(94)88288-6

upstream raw materials:

C₄₂H₄₈O₈

(S)-5-Benzyloxy-3-(tetrahydro-pyran-2-yloxy)-pentanal

C₃₂H₄₄O₆

Bis-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-methanone

Downstream raw materials:

(2S,4S,6S)-4-(2-Benzyloxy-ethyl)-6-[(1R,2S,4S)-6-benzyloxy-2-methoxy-4-(4-methoxy-benzyloxy)-1-methyl-hexyl]-2-(4-methoxy-phenyl)-[1,3]dioxane

(4R,5S)-3-[(2R,3S,4R)-3-Hydroxy-4-((4R,6S)-6-{(1R,2S)-2-methoxy-3-[(2S,4S)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-1-methyl-propyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-2-methyl-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

(3S,4R,6S)-4-Hydroxy-6-{(1R,2S)-2-methoxy-3-[(2S,4S)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-1-methyl-propyl}-3-methyl-tetrahydro-pyran-2-one

(4R,6S)-4-Hydroxy-6-{(1R,2S)-2-methoxy-3-[(2S,4S)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-1-methyl-propyl}-tetrahydro-pyran-2-one