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

Base Information

Chemical Name:(2R,5S,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol
CAS No.:198963-14-3
Molecular Formula:C₃₁H₄₂O₇
Molecular Weight:526.67
Hs Code.:

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

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

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

There total 22 articles about (2R,5S,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-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: 82.0%

: 917-54-4
methyllithium

: 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

: 198963-14-3
(2R,5S,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 0.333333h;
DOI:10.1016/S0040-4039(97)01725-5

Reference yield:

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

: 198963-14-3
(2R,5S,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In tetrahydrofuran; at 24 ℃; for 24h;
DOI:10.1055/s-1998-1742

Reference yield:

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

: 198963-14-3
(2R,5S,6S,8S,10S)-10-Benzyloxymethyl-2-[2-(4-methoxy-benzyloxy)-ethyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

Guidance literature:: Multi-step reaction with 10 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

10: 82 percent / tetrahydrofuran / 0.33 h / -78 °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