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

Base Information

Chemical Name:tert-Butyl-{(2R,5S,6S,8S,10S)-10-iodomethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-5-yloxy}-dimethyl-silane
CAS No.:212689-83-3
Molecular Formula:C₃₅H₅₇IO₆Si
Molecular Weight:728.824
Hs Code.:

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

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

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Chemical Property of tert-Butyl-{(2R,5S,6S,8S,10S)-10-iodomethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-5-yloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(2R,5S,6S,8S,10S)-10-iodomethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-5-yloxy}-dimethyl-silane

There total 9 articles about tert-Butyl-{(2R,5S,6S,8S,10S)-10-iodomethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-5-yloxy}-dimethyl-silane 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: 92.0%

: 212690-07-8
{(2S,6S,8S,10R,13S)-13-(tert-Butyl-dimethyl-silanyloxy)-10-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

: 212689-83-3
tert-Butyl-{(2R,5S,6S,8S,10S)-10-iodomethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-5-yloxy}-dimethyl-silane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine;
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

: 212689-83-3
tert-Butyl-{(2R,5S,6S,8S,10S)-10-iodomethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-5-yloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 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

With 1H-imidazole; 2,6-dimethylpyridine; methanol; 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 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

: 212689-83-3
tert-Butyl-{(2R,5S,6S,8S,10S)-10-iodomethyl-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-5-yloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 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

With 1H-imidazole; 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 diethyl ether;
DOI:10.1021/ja981257o