(1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine

Base Information

Chemical Name:(1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine
CAS No.:139607-44-6
Molecular Formula:C₃₁H₃₁ClN₄O₃
Molecular Weight:543.065
Hs Code.:

Synonyms:(1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine

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Chemical Property of (1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine

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Technology Process of (1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine

There total 9 articles about (1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine 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: 51.0%

: 5413-85-4
5-amino-4,6-dichloropyridimine

: 126798-15-0
(1β,2α,5α)-1-amino-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentene

: 139607-44-6
(1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine

Guidance literature:: With triethylamine; In butan-1-ol; for 48h; Heating;
DOI:10.1021/jo00033a031

Reference yield:

: 100-39-0
benzyl bromide

: 139607-44-6
(1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH / 1) DMF, oil, 30 min, 2) 30 min

2: 86 percent / H₂ / Lindlar-catalyst / methanol / 760 Torr

3: 51 percent / Et₃N / butan-1-ol / 48 h / Heating

With hydrogen; sodium hydride; triethylamine; Lindlar's catalyst; In methanol; butan-1-ol;
DOI:10.1021/jo00033a031

Reference yield:

: 126798-04-7
(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentene

: 139607-44-6
(1β,2α,5α)-1-N-(5-amino-6-chloropyrimidin-4-yl)-2,5-bis(benzyloxy)-3-<(benzyloxy)methyl>-3-cyclopentenylamine

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / 40percent trifluoroacetic acid / 0.42 h / Ambient temperature

3: 43 percent / LiN₃ / dimethylsulfoxide / 48 h / 110 °C

4: 98 percent / NaOMe, MeOH / 0.5 h / Ambient temperature

5: 1) NaH / 1) DMF, oil, 30 min, 2) 30 min

6: 86 percent / H₂ / Lindlar-catalyst / methanol / 760 Torr

7: 51 percent / Et₃N / butan-1-ol / 48 h / Heating

With methanol; lithium azide; hydrogen; sodium methylate; sodium hydride; triethylamine; trifluoroacetic acid; Lindlar's catalyst; In methanol; dimethyl sulfoxide; butan-1-ol;
DOI:10.1021/jo00033a031