N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-9H-purin-9-yl)-D-prolinol

Base Information

Chemical Name:N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-9H-purin-9-yl)-D-prolinol
CAS No.:135042-35-2
Molecular Formula:C₃₀H₃₅N₇O₅
Molecular Weight:573.652
Hs Code.:

Synonyms:N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-9H-purin-9-yl)-D-prolinol

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Chemical Property of N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-9H-purin-9-yl)-D-prolinol

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Technology Process of N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-9H-purin-9-yl)-D-prolinol

There total 10 articles about N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-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:

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

: 135042-35-2
N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-9H-purin-9-yl)-D-prolinol

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: 80percent aq. acetic acid / Ambient temperature

4: H₂O / 4 h / Heating

5: trifluoroacetic acid / 1 h / Ambient temperature

6: N-hydroxysuccinimide, dicyclohexylcarbodiimide / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, 25 h

With 1-hydroxy-pyrrolidine-2,5-dione; acetic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a017

Reference yield:

: 135042-23-8
N-(tert-butoxycarbonyl)-cis-4-(6-chloro-9H-purin-9-yl)-D-prolinol

: 135042-35-2
N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-9H-purin-9-yl)-D-prolinol

Guidance literature:: Multi-step reaction with 3 steps

1: H₂O / 4 h / Heating

2: trifluoroacetic acid / 1 h / Ambient temperature

3: N-hydroxysuccinimide, dicyclohexylcarbodiimide / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, 25 h

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; trifluoroacetic acid; In water; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a017

Reference yield:

: (2R,4R)-4-(6-Dimethylamino-purin-9-yl)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 135042-35-2
N-(N-(benzyloxycarbonyl)-O-methyl-L-tyrosinyl)-cis-4-(6-(dimethylamino)-9H-purin-9-yl)-D-prolinol

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / 1 h / Ambient temperature

2: N-hydroxysuccinimide, dicyclohexylcarbodiimide / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, 25 h

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm00113a017