[[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid

Base Information

Chemical Name:[[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid
CAS No.:868611-57-8
Molecular Formula:C₄₄H₄₅N₇O₇S
Molecular Weight:815.95
Hs Code.:

[[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-<i>tert</i>-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid

Synonyms:[[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid

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Chemical Property of [[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid

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Technology Process of [[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid

There total 5 articles about [[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid 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: 88.0%

: 868611-56-7
[[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid methyl ester

: 868611-57-8
[[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ol051489+

Reference yield:

: 868611-55-6
N-[2-(N-tert-butyloxycarbonylamino)-2-(S-tritylthiomethyl)ethyl]glycine methyl ester

: 868611-57-8
[[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-methylmorpholine; pivaloyl chloride / dimethylformamide; acetonitrile / 0.33 h / -15 °C

1.2: 78 percent / dimethylformamide; acetonitrile / 12 h / 20 °C

2.1: 88 percent / aq. LiOH / tetrahydrofuran / 2 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; pivaloyl chloride; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol051489+

Reference yield:

: 21947-98-8,87494-13-1
N-tert-butyloxycarbonyl-S-trityl-L-cysteine

: 868611-57-8
[[(6-benzyloxycarbonylamino-purin-9-yl)-acetyl]-(2-tert-butoxycarbonylamino-3-tritylsulfanyl-propyl)-amino]-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-methylmorpholine; ClCO₂iBu / CH₂Cl₂ / 0.25 h / -15 °C

1.2: 97 percent / CH₂Cl₂ / 16 h / 20 °C

2.1: 92 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

3.1: 72 percent / NaBH₃CN / methanol / 14 h / 20 °C

4.1: N-methylmorpholine; pivaloyl chloride / dimethylformamide; acetonitrile / 0.33 h / -15 °C

4.2: 78 percent / dimethylformamide; acetonitrile / 12 h / 20 °C

5.1: 88 percent / aq. LiOH / tetrahydrofuran / 2 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; lithium aluminium tetrahydride; pivaloyl chloride; sodium cyanoborohydride; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol051489+