Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl ester

Base Information

Chemical Name:Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl ester
CAS No.:228394-13-6
Molecular Formula:C₂₉H₃₁N₅O₃S₂
Molecular Weight:561.729
Hs Code.:

Synonyms:Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl ester

Suppliers and Price of Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl 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 Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl ester

There total 7 articles about Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl 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: 73.0%

: 75-15-0,12122-00-8
carbon disulfide

: 199122-63-9
(1S,2S,3R,4R,5S)-4-(6-amino-9-purinyl)-1,2-di<(benzyloxy)methyl>-3-hydroxybicyclo<3.1.0>hexane

: 74-88-4
methyl iodide

: 228394-13-6
Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/jo990010m

Reference yield:

: 199122-31-1
(1S,2R,3R,4S,5S)-1-<(benzyloxy)methyl>-2-hydroxy-3,4-(isopropylidenedioxy)bicyclo<3.1.0>hexane

: 228394-13-6
Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / TPAP, NMO, 4A MS / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 90 percent / n-BuLi / hexane; tetrahydrofuran / 0.5 h / 0 °C

3: 90 percent / BH₃*THF, NaBO₃*H₂O / tetrahydrofuran / 16 h / 0 - 20 °C

4: 88 percent / NaH, n-Bu₄NI / tetrahydrofuran / 15 h / Heating

5: 100 percent / aq. HCl / tetrahydrofuran; methanol / 10 h / Heating

6: 80 percent / SOCl₂, Et₃N / CH₂Cl₂ / 0.08 h / 0 °C

7: 50 percent / NaH, 18-crown-6 / dimethylformamide / 3 h / 80 °C

8: 73 percent / NaH / tetrahydrofuran / 2 h / 0 °C

With hydrogenchloride; sodium perborate; n-butyllithium; thionyl chloride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; borane-THF; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo990010m

Reference yield:

: 199122-43-5
1,2-dibenzyloxymethyl-3,4-(isopropylidenedioxy)bicyclo<3.1.0>hexane

: 228394-13-6
Dithiocarbonic acid O-[(1S,2S,3R,4R,5S)-4-(6-amino-purin-9-yl)-1,2-bis-benzyloxymethyl-bicyclo[3.1.0]hex-3-yl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / aq. HCl / tetrahydrofuran; methanol / 10 h / Heating

2: 80 percent / SOCl₂, Et₃N / CH₂Cl₂ / 0.08 h / 0 °C

3: 50 percent / NaH, 18-crown-6 / dimethylformamide / 3 h / 80 °C

4: 73 percent / NaH / tetrahydrofuran / 2 h / 0 °C

With hydrogenchloride; thionyl chloride; 18-crown-6 ether; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo990010m