1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol

Base Information

Chemical Name:1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol
CAS No.:105545-07-1
Molecular Formula:C₇₅H₁₀₈O₈Si₂
Molecular Weight:1193.85
Hs Code.:

Synonyms:1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol

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Chemical Property of 1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol

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Technology Process of 1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol

There total 19 articles about 1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol 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: 93.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-D-arabino-D-gluco-L-ido-pentadecitol

: 105545-07-1
1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 23 ℃; for 1.5h;
DOI:10.1246/bcsj.62.2618

Reference yield: 93.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 105545-03-7
(3R,4R,5R,6S,7S,8R,10R,11R,12S,13R,14S)-3,5,7,11,13,15-Hexakis-benzyloxy-4,6,8,10,12,14-hexamethyl-pentadecane-4,10-diol

: 105545-07-1
1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 23 ℃; for 1.5h;
DOI:10.1016/S0040-4039(00)84383-X

Reference yield:

: 105544-93-2
5-O-benzyl-1,6,7-trideoxy-3,4-O-isopropylidene-4-C-methyl-keto-D-arabino-2-heptulose

: 105545-07-1
1,3,5,9,11,13-hexa-O-benzyl-2,4,7,8,10,14,15-heptadeoxy-2,4,6,8,10,12-hexa-C-methyl-6,12-di-O-triethylsilyl-D-arabino-D-gluco-L-ido-pentadecitol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NH₂NH₂xH₂O, Et₃N, 2.) I₂, 1,1,3,3-tetramethylquanidine / 1.) ethanol, 70 deg C, 1 h, 2.) toluene, 0 deg C, 0.5 h

2: butyllithium / diethyl ether; hexane / 1 h / -100 °C

3: H₂, ClRh(PPh₃)3 / benzene / 120 h / 24 °C / 36775.4 Torr

4: 95 percent / 46percent aqueous / HF / acetonitrile / 1 h / 24 °C

5: KOH / dimethylformamide / 5 h / 24 °C

6: 93 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 23 °C

With 2,6-dimethylpyridine; potassium hydroxide; Wilkinson's catalyst; n-butyllithium; hydrogen; iodine; hydrazine hydrate; triethylamine; N,N,N',N'-tetramethylguanidine; hydrogen fluoride; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1246/bcsj.62.2618