(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol
CAS No.:316790-29-1
Molecular Formula:C₇₁H₈₈O₁₇
Molecular Weight:1213.47
Hs Code.:

(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol

Synonyms:(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol

There total 12 articles about (2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol 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: 88.0%

: 316790-28-0
6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-7,8-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine

: [(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-methanol

: 316790-29-1
(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol

Guidance literature:: With 4 A molecular sieve; sodium cyanoborohydride; trifluoroacetic acid; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/jo0012952

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 316790-29-1
(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 91 percent / (n-Bu)4NI / dimethylformamide / 22 h / 20 °C

2.1: 88 percent / NaBH₃CN; trifluoroacetic acid; 4 Angstroem molecular sieves / dimethylformamide / 72 h / 20 °C

With 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jo0012952

Reference yield:

: 13265-84-4
D-glucal

: 316790-29-1
(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-((S)-1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 76 percent / (n-Bu)4NI / dimethylformamide / 0 h / 20 °C

2.1: dimethyldioxirane / CH₂Cl₂; acetone / -25 °C

3.1: 95 mg / ZnCl₂ / tetrahydrofuran / 14 h / 20 °C

4.1: 89 percent / AgOTf; 2,6-di-tert-butylpyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / -5 °C

5.1: MeONa / methanol / 20 h / 20 °C

6.1: NaH / dimethylformamide / 0.5 h / 0 °C

6.2: 91 percent / (n-Bu)4NI / dimethylformamide / 22 h / 20 °C

7.1: 88 percent / NaBH₃CN; trifluoroacetic acid; 4 Angstroem molecular sieves / dimethylformamide / 72 h / 20 °C

With 2,6-di-tert-butyl-pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; 3,3-dimethyldioxirane; sodium hydride; sodium cyanoborohydride; trifluoroacetic acid; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 4.1: Koenigs-Knorr reaction;
DOI:10.1021/jo0012952