<3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone

Base Information

Chemical Name:<3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone
CAS No.:132523-69-4
Molecular Formula:C₂₄H₂₇N₃O₄
Molecular Weight:421.496
Hs Code.:

<3S-(3α,4β,5α)>-4-amino-1-<tetrahydro-4,5-bis<(phenylmethoxy)methyl>-3-furanyl>-2(1H)-pyrimidinone

Synonyms:<3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone

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Chemical Property of <3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone

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Technology Process of <3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone

There total 10 articles about <3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone 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: 90.0%

: 132523-68-3
<3S-(3α,4β,5α)>-1--3-furanyl>-2,4(1H,3H)-pyrimidinedione

: 132523-69-4
<3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone

Guidance literature:: With dmap; ammonium hydroxide; Triphenylsilyl chloride; triethylamine; In acetonitrile; Ambient temperature;
DOI:10.1016/S0040-4020(01)81749-X

Reference yield:

: 132617-86-8
1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose

: 132523-69-4
<3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / DMAP, Et₃N / CH₂Cl₂ / Ambient temperature

2: 93 percent / LiN₃ / dimethylformamide / 100 °C

3: 96 percent / H₂ / Lindlar catalyst / methanol; ethyl acetate / Ambient temperature

4: 99 percent / benzene; dimethylformamide / 1.) -18 deg C; 2.) RT

5: 90 percent / 2N H₂SO₄ / dioxane / 2 h / 100 °C

6: 90 percent / 1.) Et₃N, TPSCl, DMAP; 2.) conc. NH₄OH / acetonitrile / Ambient temperature

With dmap; ammonium hydroxide; lithium azide; Triphenylsilyl chloride; sulfuric acid; hydrogen; triethylamine; Lindlar's catalyst; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)81749-X

Reference yield:

: 69827-91-4
3-deoxy-1,2-O-(1-methylethylidene)-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose

: 132523-69-4
<3S-(3α,4β,5α)>-4-amino-1--3-furanyl>-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 7 steps

1: 84.5 percent / trimethylsilyl trifluoromethanesulfonate (TMSOTf), Et₃SiH / CH₂Cl₂ / Ambient temperature

2: 98 percent / DMAP, Et₃N / CH₂Cl₂ / Ambient temperature

3: 93 percent / LiN₃ / dimethylformamide / 100 °C

4: 96 percent / H₂ / Lindlar catalyst / methanol; ethyl acetate / Ambient temperature

5: 99 percent / benzene; dimethylformamide / 1.) -18 deg C; 2.) RT

6: 90 percent / 2N H₂SO₄ / dioxane / 2 h / 100 °C

7: 90 percent / 1.) Et₃N, TPSCl, DMAP; 2.) conc. NH₄OH / acetonitrile / Ambient temperature

With triethylsilane; dmap; ammonium hydroxide; lithium azide; Triphenylsilyl chloride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen; triethylamine; Lindlar's catalyst; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)81749-X