1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine

Base Information

Chemical Name:1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine
CAS No.:135513-83-6
Molecular Formula:C₃₁H₃₄N₂O₈S
Molecular Weight:594.686
Hs Code.:

Synonyms:1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine

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Chemical Property of 1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine

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Technology Process of 1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine

There total 9 articles about 1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine 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: 72.0%

: 135513-82-5
1-<<1,3(S)-bis(benzyloxy)-4-hydroxy-2(R)-butoxy>methyl>thymine

: 98-59-9
p-toluenesulfonyl chloride

: 135513-83-6
1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine

Guidance literature:: With pyridine; In dichloromethane; for 36h; Ambient temperature;
DOI:10.1021/jo00015a017

Reference yield:

: 100-39-0
benzyl bromide

: 135513-83-6
1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine

Guidance literature:: Multi-step reaction with 8 steps

1: 1) NaH / 1) DMF, 2) DMF, r.t.

2: Amberlite IR-120 resin, conc. HCl / ethanol; H₂O / Ambient temperature

3: 79 percent / 1) triphenylphosphine, 2) diisopropyl azodicarboxylate / benzene / 1) 30 min at r.t., 2) 15 min at 140-145 deg C, 0.8 mmHg

4: 1) aq. NaOH / 1) t-butyl alcohol, 30 min, reflux, 2) reflux

5: HCl(g) / CH₂Cl₂ / 0 °C

6: 1) hexamethyldisilazane, ammonium sulfate / 2) tetrabutylammonium iodide / 1) reflux, overnight, 2) CH₂Cl₂, reflux, overnight

7: 42 percent / p-toluenesulfonic acid / 10percent Pd-C / methanol; H₂O / Heating

8: 72 percent / pyridine / CH₂Cl₂ / 36 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; ammonium sulfate; di-isopropyl azodicarboxylate; Amberlite IR-120 resin; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; tetra-(n-butyl)ammonium iodide; In methanol; ethanol; dichloromethane; water; benzene;
DOI:10.1021/jo00015a017

Reference yield:

: 135513-78-9
(2R,3S)-4-(allyloxy)-3-(benzyloxy)-1,2-epoxybutane

: 135513-83-6
1-<<1,3(S)-bis(benzyloxy)-4-(p-toluenesulfonyl)-2(R)-butoxy>methyl>thymine

Guidance literature:: Multi-step reaction with 5 steps

1: 1) aq. NaOH / 1) t-butyl alcohol, 30 min, reflux, 2) reflux

2: HCl(g) / CH₂Cl₂ / 0 °C

3: 1) hexamethyldisilazane, ammonium sulfate / 2) tetrabutylammonium iodide / 1) reflux, overnight, 2) CH₂Cl₂, reflux, overnight

4: 42 percent / p-toluenesulfonic acid / 10percent Pd-C / methanol; H₂O / Heating

5: 72 percent / pyridine / CH₂Cl₂ / 36 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; ammonium sulfate; toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; tetra-(n-butyl)ammonium iodide; In methanol; dichloromethane; water;
DOI:10.1021/jo00015a017