(2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one

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Chemical Name:(2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one
CAS No.:198963-15-4
Molecular Formula:C₃₀H₃₈O₇
Molecular Weight:510.628
Hs Code.:

Synonyms:(2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one

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Chemical Property of (2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one

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Technology Process of (2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one

There total 21 articles about (2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one 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: 86.0%

: 198963-16-5
(3R,14S)-15-Benzyloxy-3,14-bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-pentadecane-6,7,10-trione

: 198963-15-4
(2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one

Guidance literature:: With hydrogen fluoride; In water; acetonitrile; at 25 ℃; for 2h;
DOI:10.1016/S0040-4039(97)01725-5

Reference yield: 78.0%

: (2S,14S)-15-Benzyloxy-2,14-bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-pentadecane-6,7,10-trione

: 198963-15-4
(2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 25 ℃; for 2h;
DOI:10.1055/s-1998-1742

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 198963-15-4
(2R,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-one

Guidance literature:: Multi-step reaction with 9 steps

1: 94 percent / imidazole / CH₂Cl₂ / 20 h / 0 - 22 °C

2: 91 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 0 °C

3: 83 percent / TBAF / tetrahydrofuran / 32 h / -20 °C

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 1 h / -78 °C

5: BuLi / tetrahydrofuran / 1 h / -78 °C

6: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 2 h / -78 °C

7: Al(Hg) / tetrahydrofuran; H₂O / 23 h / 25 °C

8: 72 percent / RuO₂*H₂O, NaIO₄ / CCl₄; acetonitrile; H₂O / 0.67 h / 25 °C

9: 86 percent / 46percent HF / acetonitrile; H₂O / 2 h / 25 °C

With 1H-imidazole; ruthenium(IV) oxide; sodium periodate; aluminum amalgam; n-butyllithium; oxalyl dichloride; hydrogen fluoride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(97)01725-5