(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate

Base Information

Chemical Name:(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate
CAS No.:901776-52-1
Molecular Formula:C₂₉H₃₉N₇O₇
Molecular Weight:597.671
Hs Code.:

(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate

Synonyms:(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate

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Chemical Property of (S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate

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Technology Process of (S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate

There total 3 articles about (S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate 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: 70.0%

: 78553-60-3
1,1-dimethylethyl (S)-4-oxo-2-[[(phenylmethoxy)-carbonyl]amino]butanoate

: 21950-36-7
5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine

: 901776-52-1
(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate

Guidance literature:: With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; for 2h;
DOI:10.1016/j.bmcl.2012.03.072

Reference yield:

: α-tert-butyl β-S-ethyl (S)-N-(benzyloxycarbonyl)thioaspartate

: 901776-52-1
(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylsilane; palladium 10% on activated carbon / acetone / 0.08 h / 0 - 20 °C

2: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 2 h

With triethylsilane; palladium 10% on activated carbon; sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; acetone;
DOI:10.1016/j.bmcl.2012.03.072

Reference yield:

: 47307-26-6,149967-07-7
(S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester

: 901776-52-1
(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-(((benzyloxy)carbonyl)amino)butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 48 h

2: triethylsilane; palladium 10% on activated carbon / acetone / 0.08 h / 0 - 20 °C

3: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 2 h

With triethylsilane; dmap; palladium 10% on activated carbon; sodium tris(acetoxy)borohydride; dicyclohexyl-carbodiimide; In dichloromethane; 1,2-dichloro-ethane; acetone;
DOI:10.1016/j.bmcl.2012.03.072