3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:163878-64-6
Molecular Formula:C₅₁H₆₈Cl₄N₂O₉
Molecular Weight:994.921
Hs Code.:

3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Synonyms:3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 10 articles about 3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 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: 62.0%

: 36653-82-4,124-29-8
1-Hexadecanol

: 163759-70-4
3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-1-oxiranylmethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 163878-64-6
3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1002/hlca.19950780219

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 163878-64-6
3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 10 h

2: 98 percent / 30percent NaOMe / methanol / 3 h / Ambient temperature

3: 72 percent / NaH / tetrahydrofuran / 40 - 70 °C

4: 62 percent / BF₃*OEt₂ / CH₂Cl₂ / 16 h / Ambient temperature

With boron trifluoride diethyl etherate; sodium methylate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/hlca.19950780219

Reference yield:

: 50-69-1
D-ribose

: 163878-64-6
3-Benzyloxymethyl-1-[(2R,3R,4R,5R)-4-(2,4-dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-((R)-3-hexadecyloxy-2-hydroxy-propoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) cc. H₂SO₄, 2.) NaH / 1.) 4 deg C, 16 h, 2.) DMF, 40 deg C

2: 125.9 g / SnCl₄ / CH₂Cl₂ / 35 h / 3 °C

3: pyridine, 4-(dimethylamino)-pyridine / 17 h

4: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) TfOSiMe₃ / 1.) ClCH₂CH₂Cl, reflux, 10 min, 2.) ClCH₂CH₂Cl, 70 deg C, 20 h

5: 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 10 h

6: 98 percent / 30percent NaOMe / methanol / 3 h / Ambient temperature

7: 72 percent / NaH / tetrahydrofuran / 40 - 70 °C

8: 62 percent / BF₃*OEt₂ / CH₂Cl₂ / 16 h / Ambient temperature

With pyridine; dmap; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; boron trifluoride diethyl etherate; sodium methylate; tin(IV) chloride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/hlca.19950780219