1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine

Base Information

Chemical Name:1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine
CAS No.:78138-04-2
Molecular Formula:C₂₅H₂₆N₂O₆
Molecular Weight:450.491
Hs Code.:

Synonyms:1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine

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Chemical Property of 1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine

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Technology Process of 1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine

There total 9 articles about 1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>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: 3.0%

: 78138-12-2,78138-15-5
4-Methyl-benzoic acid (2R,3S)-3-benzyloxy-5-chloro-tetrahydro-furan-2-ylmethyl ester

: 7288-28-0
2,4-bis(trimethylsiloxy)-5-methylpyrimidine

: 78138-04-2
1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine

Guidance literature:: With tin(IV) chloride; In 1,2-dichloro-ethane; acetonitrile; at -30 ℃; for 2h;
DOI:10.1016/S0008-6215(00)85610-4

Reference yield:

: 100-39-0
benzyl bromide

: 78138-04-2
1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / silver oxide, ethyldiisopropylamine / toluene / 36 h / 50 °C

2: 43 percent / 80percent aq. acetic acid / 0.33 h / Heating

3: 100 percent / pyridine / 1 h / 50 °C

4: hydrogen chloride / diethyl ether / 0.5 h / 5 °C

5: 3 percent / stannic chloride / acetonitrile; 1,2-dichloro-ethane / 2 h / -30 °C

With hydrogenchloride; tin(IV) chloride; acetic acid; N-ethyl-N,N-diisopropylamine; silver(l) oxide; pyridine; In diethyl ether; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1016/S0008-6215(00)85610-4

Reference yield:

: 874-60-2
4-methyl-benzoyl chloride

: 78138-04-2
1-<3-O-benzyl-2-deoxy-5-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>thymine

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / pyridine / 18 h / Ambient temperature

2: 45 percent / silver oxide, ethyldiisopropylamine / toluene / 36 h / 50 °C

3: 43 percent / 80percent aq. acetic acid / 0.33 h / Heating

4: 100 percent / pyridine / 1 h / 50 °C

5: hydrogen chloride / diethyl ether / 0.5 h / 5 °C

6: 3 percent / stannic chloride / acetonitrile; 1,2-dichloro-ethane / 2 h / -30 °C

With hydrogenchloride; tin(IV) chloride; acetic acid; N-ethyl-N,N-diisopropylamine; silver(l) oxide; pyridine; In pyridine; diethyl ether; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1016/S0008-6215(00)85610-4