(2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester
CAS No.:154397-05-4
Molecular Formula:C₄₂H₅₀N₂O₁₇
Molecular Weight:854.862
Hs Code.:

(2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

Synonyms:(2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

Suppliers and Price of (2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

There total 13 articles about (2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester 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: 85.0%

: 154397-00-9
2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-((S)-2-benzyloxy-1-hydroxy-ethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methoxy-tetrahydro-furan-3-yl ester

: 154397-04-3
(2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

: 154397-05-4
(2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

Guidance literature:: With molecular sieve; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; 1.) -25 deg C, 16 h, 2.) -5 deg C, 6 h;
DOI:10.1021/jo00081a004

Reference yield:

: 51008-88-9
1,2,3,4-tetra-O-acetyl-D-mannopyranoside

: 154397-05-4
(2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: RuCl₃*3H₂O, NaIO₄ / CCl₄; H₂O; acetonitrile

2: NaHCO₃ / dimethylformamide

3: 94 percent / 2-aminoethanol / ethyl acetate; dimethylsulfoxide

4: 92 percent / Na₂CO₃ / CH₂Cl₂

5: 85 percent / TMSOTf, molecular sieves / CH₂Cl₂ / 1.) -25 deg C, 16 h, 2.) -5 deg C, 6 h

With ruthenium trichloride; sodium periodate; molecular sieve; trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; sodium carbonate; ethanolamine; In tetrachloromethane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00081a004

Reference yield:

: 18968-50-8,29587-02-8,32166-85-1,36215-54-0,43138-65-4,65725-74-8,67816-77-7
1-[6-methoxy-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro-[2,3-d][1,3]dioxol-5-yl]-(1R)-ethane-1,2-diol

: 154397-05-4
(2S,3S,4S,5S,6S)-3,4,5-Triacetoxy-6-{(S)-2-benzyloxy-1-[(2R,3R,4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methoxy-tetrahydro-furan-2-yl]-ethoxy}-tetrahydro-pyran-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

2: Et₃N, DMAP / CH₂Cl₂

3: 80percent AcOH / 2 h / 90 °C

4: Et₃N / benzene

5: 80 percent / TMSOTf / CCl₄ / 6 h / Heating

6: 85 percent / NIS, TfOH / CH₂Cl₂ / -20 - 0 °C

7: NaOMe / methanol

8: 85 percent / TMSOTf, molecular sieves / CH₂Cl₂ / 1.) -25 deg C, 16 h, 2.) -5 deg C, 6 h

With dmap; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic acid; triethylamine; In methanol; tetrachloromethane; dichloromethane; benzene;
DOI:10.1021/jo00081a004