N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol
CAS No.:135042-22-7
Molecular Formula:C₃₅H₃₆ClN₅O₄
Molecular Weight:626.155
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol

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Chemical Property of N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol

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Technology Process of N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol

There total 8 articles about N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol 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: 6.5%

: 135042-21-6
N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-trans-4-hydroxy-D-prolinol

: 87-42-3
6-chloropurine

: 135042-22-7
N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 19h; Ambient temperature;
DOI:10.1021/jm00113a017

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 135042-22-7
N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol

Guidance literature:: Multi-step reaction with 6 steps

1: 82.5 percent / aq. NaOH / tetrahydrofuran / Ambient temperature

2: 92.4 percent / dioxane; diethyl ether / 0.25 h / 5 °C

3: 93.9 percent / Ph₃P, DEAD / tetrahydrofuran / 42 h / Ambient temperature

4: 97.4 percent / LiBH₄ / tetrahydrofuran / Ambient temperature

5: 87.7 percent / Et₃N / CH₂Cl₂; tetrahydrofuran / 43 h / Ambient temperature

6: 6.5 percent / triphenylphosphine, DEAD / tetrahydrofuran / 19 h / Ambient temperature

With sodium hydroxide; lithium borohydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;
DOI:10.1021/jm00113a017

Reference yield:

: 77450-03-4
(2R,4S)-tert-butyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate

: 135042-22-7
N-(tert-butoxycarbonyl)-O-<(4-methoxyphenyl)diphenylmethyl>-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol

Guidance literature:: Multi-step reaction with 2 steps

1: 87.7 percent / Et₃N / CH₂Cl₂; tetrahydrofuran / 43 h / Ambient temperature

2: 6.5 percent / triphenylphosphine, DEAD / tetrahydrofuran / 19 h / Ambient temperature

With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00113a017