(2R,3S,4R,5S,6S)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol

Base Information

• Chemical Name: (2R,3S,4R,5S,6S)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol
• CAS No.: 182369-24-0
• Molecular Formula: C₂₁H₃₁N₃O₄
• Molecular Weight: 389.495
• Mol file: 182369-24-0.mol

Synonyms:

Chemical Property of (2R,3S,4R,5S,6S)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5S,6S)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol

There total 1 articles about (2R,3S,4R,5S,6S)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol 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: 6.0%

(2S,3R,4S,5S)-3-Azido-5-methoxy-2-((E)-(1R,4S,5S)-5-methoxy-1-methoxymethoxy-2,4-dimethyl-6-phenyl-hex-2-enyl)-4-methyl-tetrahydro-furan (182222-77-1) → (E)-(1R,4S,5S)-1-((2S,3R,4S)-3-Azido-5-methoxy-4-methyl-tetrahydro-furan-2-yl)-5-methoxy-2,4-dimethyl-6-phenyl-hex-2-en-1-ol + (2R,3S,4R,5S,6R)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol + (2R,3S,4R,5S,6S)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol (182369-24-0)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃;

DOI:10.1016/0040-4039(96)01217-8

Reference yield:

(2R,3S,4R,5S,6S)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol (182369-24-0) → (2S,3R,4S,5S)-5-Methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-4-methyl-tetrahydro-furan-3-carbaldehyde

Guidance literature:

With N-bromosuccinamide; triphenylphosphine; In tetrachloromethane; at 50 ℃;

DOI:10.1016/0040-4039(96)01217-8

Reference yield:

(2R,3S,4R,5S,6S)-4-Azido-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-3-ol (182369-24-0) → 2,2,2-Trifluoro-N-[(2E,4E)-(1S,6S,7S)-7-methoxy-4,6-dimethyl-1-((S)-1-methyl-2-oxo-ethyl)-8-phenyl-octa-2,4-dienyl]-acetamide (182222-84-0)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine

2: H₂ / Pd/C / ethyl acetate

3: 98 percent / pyridine

4: BF₃*Et₂O / CH₂Cl₂

5: pyridine

6: 84 percent / Na-anthracene / tetrahydrofuran / 0 °C

7: 89 percent / AgNO₃ / acetonitrile; H₂O

With pyridine; boron trifluoride diethyl etherate; hydrogen; anthracene radical anion sodium salt; silver nitrate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;

DOI:10.1016/0040-4039(96)01217-8

upstream raw materials:

(2S,3R,4S,5S)-3-Azido-5-methoxy-2-((E)-(1R,4S,5S)-5-methoxy-1-methoxymethoxy-2,4-dimethyl-6-phenyl-hex-2-enyl)-4-methyl-tetrahydro-furan

Downstream raw materials:

2,2,2-Trifluoro-N-[(2E,4E)-(1S,6S,7S)-7-methoxy-4,6-dimethyl-1-((S)-1-methyl-2-oxo-ethyl)-8-phenyl-octa-2,4-dienyl]-acetamide

2,2,2-Trifluoro-N-[(2R,3S,4R,5S,6S)-3-hydroxy-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-tetrahydro-pyran-4-yl]-acetamide

N-[(2E,4E)-(1S,6S,7S)-1-((S)-1-[1,3]Dithian-2-yl-ethyl)-7-methoxy-4,6-dimethyl-8-phenyl-octa-2,4-dienyl]-2,2,2-trifluoro-acetamide

Methanesulfonic acid (2R,3S,4R,5S,6S)-6-methoxy-2-((E)-(3S,4S)-4-methoxy-1,3-dimethyl-5-phenyl-pent-1-enyl)-5-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester