(2R,5S,6S,8S,10S)-10-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

Base Information

Chemical Name:(2R,5S,6S,8S,10S)-10-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol
CAS No.:212689-84-4
Molecular Formula:C₃₃H₅₀O₆S₂
Molecular Weight:606.888
Hs Code.:

Synonyms:(2R,5S,6S,8S,10S)-10-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-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-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-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-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

There total 12 articles about (2R,5S,6S,8S,10S)-10-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-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: 95.0%

: 261713-01-3
tert-Butyl-{(2R,5S,6S,8S,10S)-10-[1,3]dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-5-yloxy}-dimethyl-silane

: 212689-84-4
(2R,5S,6S,8S,10S)-10-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

Guidance literature:: With tetrabutyl ammonium fluoride; at 70 ℃;
DOI:10.1021/ja981257o

Reference yield:

: (8S,11R)-11-(tert-Butyl-dimethyl-silanyloxy)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-hydroxy-8-methyl-tetradec-13-ene-4,7-dione

: 212689-84-4
(2R,5S,6S,8S,10S)-10-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 51 percent / camphorsulfonic acid, MeOH

2: 95 percent / 2,6-lutidine

3: OsO₄, NMO

4: NaIO₄

5: 88 percent / t-BuLi / diethyl ether / -78 °C

6: 1.) (COCl)2, DMSO, 2.) Et₃N

7: 89 percent / n-BuLi / 0 °C

8: 100 percent / TBAF / Ambient temperature

9: 92 percent / I₂, PPh₃, imidazole

10: 92 percent / t-BuLi, HMPA / tetrahydrofuran

11: 95 percent / TBAF / 70 °C

With 1H-imidazole; 2,6-dimethylpyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja981257o

Reference yield:

: 212689-80-0
(2R,5S,6S,8S,10S)-2-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-10-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecane

: 212689-84-4
(2R,5S,6S,8S,10S)-10-[1,3]Dithian-2-ylmethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

Guidance literature:: Multi-step reaction with 9 steps

1: OsO₄, NMO

2: NaIO₄

3: 88 percent / t-BuLi / diethyl ether / -78 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N

5: 89 percent / n-BuLi / 0 °C

6: 100 percent / TBAF / Ambient temperature

7: 92 percent / I₂, PPh₃, imidazole

8: 92 percent / t-BuLi, HMPA / tetrahydrofuran

9: 95 percent / TBAF / 70 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; oxalyl dichloride; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja981257o