(1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

Base Information

Chemical Name:(1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol
CAS No.:232280-20-5
Molecular Formula:C₃₂H₅₄O₆Si
Molecular Weight:562.863
Hs Code.:

(1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

Synonyms:(1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

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Chemical Property of (1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

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Technology Process of (1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

There total 14 articles about (1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol 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%

: 108-24-7
acetic anhydride

: 232280-13-6
(1R,6S)-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

: 232280-20-5
(1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

Guidance literature:: With dmap; triethylamine; In diethyl ether; at 20 ℃; for 20h;
DOI:10.1021/jo702111u

Reference yield:

: (R)-5-(4-Methoxy-benzyloxy)-2-((S)-3-methyl-2-methylene-4-triisopropylsilanyloxy-butoxy)-pentanoic acid

: 232280-20-5
(1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

Guidance literature:: Multi-step reaction with 5 steps

1: NEt₃ / diethyl ether / Ambient temperature

2: diethyl ether / Ambient temperature

3: Rh₂(HNCOCF₃)4 / CH₂Cl₂ / Ambient temperature

4: CH₂Cl₂ / -78 - 5 °C

5: 74 percent / DMAP / CH₂Cl₂ / Heating

With dmap; triethylamine; tetra(trifluoroacetamidato)dirhodium(II); In diethyl ether; dichloromethane;

Reference yield:

: 232280-19-2
(2R,3R)-1,2-O-isopropylidene-6-[(4-methoxybenzyl)oxy]-3-{(3S)-3-methyl-2-methylene-4-[(triisopropylsilyl)oxy]butoxy}hexane-1,2-diol

: 232280-20-5
(1R,6S)-2-O-acetyl-1,4-anhydro-3,5,6-trideoxy-1-{3-[(4-methoxybenzyl)oxy]propyl}-6-methyl-2-C-methyl-5-methylene-7-O-(triisopropylsilyl)-D-xylo-heptitol

Guidance literature:: Multi-step reaction with 8 steps

1: PPTS / ethane-1,2-diol; tetrahydrofuran; CH₂Cl₂ / Heating

2: NaIO₄, H₂O / tetrahydrofuran

3: PDC / dimethylformamide / Ambient temperature

4: NEt₃ / diethyl ether / Ambient temperature

5: diethyl ether / Ambient temperature

6: Rh₂(HNCOCF₃)4 / CH₂Cl₂ / Ambient temperature

7: CH₂Cl₂ / -78 - 5 °C

8: 74 percent / DMAP / CH₂Cl₂ / Heating

With dmap; sodium periodate; dipyridinium dichromate; water; pyridinium p-toluenesulfonate; triethylamine; tetra(trifluoroacetamidato)dirhodium(II); In tetrahydrofuran; diethyl ether; dichloromethane; ethylene glycol; N,N-dimethyl-formamide;