undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

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Chemical Name:undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester
CAS No.:316790-30-4
Molecular Formula:C₈₂H₁₀₄O₁₈
Molecular Weight:1377.72
Hs Code.:

undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Synonyms:undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

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Chemical Property of undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

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Technology Process of undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

There total 13 articles about undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl 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: 93.0%

: 22202-65-9
9-undecynoic acid

: 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

: 316790-30-4
undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: (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; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 0.0833333h;

9-undecynoic acid; In dichloromethane; at 20 ℃; for 72h; Further stages.;
DOI:10.1021/jo0012952

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 316790-30-4
undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 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

3.1: DCC; DMAP / CH₂Cl₂ / 0.08 h

3.2: 93 percent / CH₂Cl₂ / 72 h / 20 °C

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

Reference yield:

: 13265-84-4
D-glucal

: 316790-30-4
undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 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

8.1: DCC; DMAP / CH₂Cl₂ / 0.08 h

8.2: 93 percent / CH₂Cl₂ / 72 h / 20 °C

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