[(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester

Base Information

• Chemical Name: [(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester
• CAS No.: 854021-99-1
• Molecular Formula: C₃₈H₄₇N₃O₁₀
• Molecular Weight: 705.805
• Mol file: 854021-99-1.mol

Synonyms:[(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester

Chemical Property of [(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester

There total 26 articles about [(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester 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:

[2-(3-allyloxy-4-methoxy-5-methyl-phenyl)-1-(8-allyloxy-6,6,9-trimethyl-3b,4,7a,12c-tetrahydro-1H-2,5,7,10,12-pentaoxa-3a-aza-dicyclopenta[a,l]phenanthren-3-yl)-ethyl]-carbamic acid allyl ester + trimethylsilyl cyanide (7677-24-9) → [(1S,2S)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester + [(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester (854021-99-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -30 ℃; for 1.5h;

DOI:10.1021/jo050408k

Reference yield:

2-(benzhydrylidene-amino)-3-[4-methoxy-3-methyl-5-(toluene-4-sulfonyloxy)-phenyl]-propionic acid tert-butyl ester → [(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester (854021-99-1)

Guidance literature:

Multi-step reaction with 8 steps

1: AcOH / tetrahydrofuran; H₂O / 2 h / 20 °C

2: LiBH₄ / diethyl ether; methanol / 20 °C

3: NaOH / ethanol; H₂O / 8 h / 80 °C

4: NaHCO₃ / H₂O; CH₂Cl₂ / 1 h / 20 °C

5: K₂CO₃ / acetone / 4 h / Heating

6: DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 1.17 h / -78 - 0 °C

7: molecular sieves 3 Angstroem / toluene / 40 °C

8: 96.0 mg / BF₃*OEt₂ / CH₂Cl₂ / 1.5 h / -30 °C

With sodium hydroxide; lithium borohydride; oxalyl dichloride; 3 A molecular sieve; boron trifluoride diethyl etherate; sodium hydrogencarbonate; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; toluene; 6: Swern oxidation;

DOI:10.1021/jo050408k

Reference yield:

(5R,7R,10R)-11-Allyloxy-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthrene-6,7-dicarboxylic acid 7-ethyl ester 6-(2,2,2-trichloro-ethyl) ester → [(1S,2R)-2-((5R,7R,10R)-11-Allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-(3-allyloxy-4-methoxy-5-methyl-benzyl)-2-cyano-ethyl]-carbamic acid allyl ester (854021-99-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 205.0 mg / Zn; AcOH / diethyl ether / 1 h / 20 °C

2: 90 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / -20 - 0 °C

3: molecular sieves 3 Angstroem / toluene / 40 °C

4: 96.0 mg / BF₃*OEt₂ / CH₂Cl₂ / 1.5 h / -30 °C

With lithium aluminium tetrahydride; 3 A molecular sieve; boron trifluoride diethyl etherate; acetic acid; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

DOI:10.1021/jo050408k

upstream raw materials:

trimethylsilyl cyanide

5-methoxy methoxy-4-methyl benzo[d][1,3]dioxole

4-methylbenzo[1,3]dioxol-5-ol

3-methylbenzene-1,2-diol

Downstream raw materials:

C₆₆H₇₃Cl₃N₄O₁₆S