(+/-)-5-methyl-1-<(1α,2β,4α)-2-(methanesulfonyloxy)-4-<(triphenylmethoxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione

Base Information

• Chemical Name: (+/-)-5-methyl-1-<(1α,2β,4α)-2-(methanesulfonyloxy)-4-<(triphenylmethoxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione
• CAS No.: 87471-02-1
• Molecular Formula: C₃₁H₃₂N₂O₆S
• Molecular Weight: 560.671
• Mol file: 87471-02-1.mol

Synonyms:

Chemical Property of (+/-)-5-methyl-1-<(1α,2β,4α)-2-(methanesulfonyloxy)-4-<(triphenylmethoxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-5-methyl-1-<(1α,2β,4α)-2-(methanesulfonyloxy)-4-<(triphenylmethoxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione

There total 7 articles about (+/-)-5-methyl-1-<(1α,2β,4α)-2-(methanesulfonyloxy)-4-<(triphenylmethoxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione 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:

Acetic acid (1R,10S,12R)-4-methyl-5-oxo-8-oxa-2,6-diaza-tricyclo[8.2.1.02,7]trideca-3,6-dien-12-yl ester (87471-07-6) → (+/-)-5-methyl-1-<(1α,2β,4α)-2-(methanesulfonyloxy)-4-<(triphenylmethoxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione (87471-02-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / 1 N aq. sodium hydroxide / 2 h / Heating

2: 72 percent / pyridine / 312 h / Ambient temperature

3: pyridine / 0 °C / overnight

With sodium hydroxide; In pyridine;

DOI:10.1002/jhet.5570200329

Reference yield:

(+/-)-1-<(1α,2β,4α)-2-(acetyloxy)-4-(hydroxymethyl)cyclopentyl>-5-methyl-2,4(1H,3H)-pyrimidinedione (87471-05-4) → (+/-)-5-methyl-1-<(1α,2β,4α)-2-(methanesulfonyloxy)-4-<(triphenylmethoxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione (87471-02-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / pyridine / 0 °C / overnight

2: 55 percent / DBU / acetonitrile / 17 h / Heating

3: 66 percent / 1 N aq. sodium hydroxide / 2 h / Heating

4: 72 percent / pyridine / 312 h / Ambient temperature

5: pyridine / 0 °C / overnight

With pyridine; sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In pyridine; acetonitrile;

DOI:10.1002/jhet.5570200329

Reference yield:

(+/-)-1-<(1α,2β,4α)-3-(acetyloxy)-4-<(methanesulfonyloxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione (87471-06-5) → (+/-)-5-methyl-1-<(1α,2β,4α)-2-(methanesulfonyloxy)-4-<(triphenylmethoxy)methyl>cyclopentyl>-2,4(1H,3H)-pyrimidinedione (87471-02-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 55 percent / DBU / acetonitrile / 17 h / Heating

2: 66 percent / 1 N aq. sodium hydroxide / 2 h / Heating

3: 72 percent / pyridine / 312 h / Ambient temperature

4: pyridine / 0 °C / overnight

With sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In pyridine; acetonitrile;

DOI:10.1002/jhet.5570200329

upstream raw materials:

(+/-)-1-<(1α,2β,4α)-2-hydroxy-4-<(triphenylmethoxy)methyl>cyclopentyl>-5-methyl-2,4(1H,3H)-pyrimidinedione

methanesulfonyl chloride

trityl chloride

Acetic acid (1R,10S,12R)-4-methyl-5-oxo-8-oxa-2,6-diaza-tricyclo[8.2.1.0^2,7]trideca-3,6-dien-12-yl ester

Downstream raw materials:

(+/-)-1-<(1α,2α,4α)-2-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-methyl-2,4(1H,3H)-pyrimidinedione

(+/-)-1-<(1α,2α,4α)-2-hydroxy-4-<(triphenylmethoxy)methyl>cyclopentyl>-5-methyl-2,4(1H,3H)-pyrimidinedione

(5aR,7S,8aS)-3-Methyl-7-trityloxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one