diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

Base Information

Chemical Name:diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate
CAS No.:695172-03-3
Molecular Formula:C₃₉H₄₅N₄O₉P
Molecular Weight:744.781
Hs Code.:

Synonyms:diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

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Chemical Property of diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

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Technology Process of diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

There total 6 articles about diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate 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: 48.0%

: 152120-54-2,862686-58-6,1143572-00-2
(Z)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate

: [(4-aminomethyl-phenyl)-benzyloxycarbonylamino-methyl]-phosphonic acid diphenyl ester

: 695172-03-3
diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

Guidance literature:: With TEA; In acetonitrile; at 20 ℃;
DOI:10.1021/jm0499209

Reference yield:

: 56-91-7
p-aminomethylbenzoic acid

: 695172-03-3
diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

Guidance literature:: Multi-step reaction with 6 steps

1: aq. NaOH / dioxane / 20 °C

2: 86 percent / LiAlH₄ / dioxane; tetrahydrofuran

3: 79 percent / Dess-Martin periodane / CH₂Cl₂ / 3 h / 20 °C

4: 39 percent / Cu(OTf)2 / methanol / 4 h / 20 °C

5: TFA / CH₂Cl₂ / 3 h / 20 °C

6: 48 percent / TEA / acetonitrile / 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; TEA; copper(II) bis(trifluoromethanesulfonate); Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetonitrile; 3: Dess-Martin oxidation;
DOI:10.1021/jm0499209

Reference yield:

: 33233-67-9
4-(tert-Butoxycarbonylaminomethyl)benzoic acid

: 695172-03-3
diphenyl benzyloxycarbonylamino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / LiAlH₄ / dioxane; tetrahydrofuran

2: 79 percent / Dess-Martin periodane / CH₂Cl₂ / 3 h / 20 °C

3: 39 percent / Cu(OTf)2 / methanol / 4 h / 20 °C

4: TFA / CH₂Cl₂ / 3 h / 20 °C

5: 48 percent / TEA / acetonitrile / 20 °C

With lithium aluminium tetrahydride; TEA; copper(II) bis(trifluoromethanesulfonate); Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetonitrile; 2: Dess-Martin oxidation;
DOI:10.1021/jm0499209