1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Base Information

Chemical Name:1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol
CAS No.:642442-79-3
Molecular Formula:C₅₃H₉₄O₇S₄Si
Molecular Weight:999.675
Hs Code.:

1-[2-(2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Synonyms:1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

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Chemical Property of 1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

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Technology Process of 1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

There total 9 articles about 1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-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: 87.0%

: 170708-52-8
(2R,3R,4R)-1,2-epoxy-3-methoxy-4-(4-methoxybenzyl)oxy-5-methylhexane

: 642442-77-1
tert-Butyl-[(1S,4R)-4-{(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-((S)-1-[1,3]dithian-2-yl-ethyl)-pentyloxy]-dimethyl-silane

: 642442-79-3
1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Guidance literature:: tert-Butyl-[(1S,4R)-4-{(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(S)-3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-((S)-1-[1,3]dithian-2-yl-ethyl)-pentyloxy]-dimethyl-silane; With N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; In tetrahydrofuran; hexane; at -50 - -43 ℃; for 1.5h;

(2R,3R,4R)-1,2-epoxy-3-methoxy-4-(4-methoxybenzyl)oxy-5-methylhexane; In tetrahydrofuran; hexane; at -78 - -50 ℃; for 1h;
DOI:10.1016/j.tet.2003.09.097

Reference yield:

: 147922-67-6
Anhydrodeacyltautomycin

: 642442-79-3
1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 4.50 g / 2,6-lutidine / CH₂Cl₂ / -20 - 20 °C

2.1: 90 percent / acetic acid / tetrahydrofuran; H₂O / 12 h / 20 °C

3.1: 85 percent / NaBH₄ / methanol / 0.5 h / 0 °C

4.1: ozone / CH₂Cl₂ / 0.5 h / -78 °C

4.2: 76 percent / NaBH₄ / CH₂Cl₂; methanol

5.1: 100 percent / NaIO₄ / H₂O; tetrahydrofuran / 1.25 h / 0 - 20 °C

6.1: 83 percent / pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

7.1: 38 percent / BF₃*Et₂O / CH₂Cl₂ / 25 h / 0 - 20 °C

8.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / -20 - 20 °C

9.1: HMPA; t-BuLi / tetrahydrofuran; hexane / 1.5 h / -50 - -43 °C

9.2: 87 percent / tetrahydrofuran; hexane / 1 h / -78 - -50 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; sodium periodate; 4 A molecular sieve; boron trifluoride diethyl etherate; tert.-butyl lithium; ozone; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1016/j.tet.2003.09.097

Reference yield:

: 642442-76-0
(2S,3S,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-((S)-3-methyl-4-oxo-pentyl)-1,7-dioxa-spiro[5.5]undec-2-yl]-2-methyl-heptanal

: 642442-79-3
1-[2-(2-(tert-butyl-dimethyl-silanyloxy)-5-{3,9-dimethyl-8-[3-(2-methyl-[1,3]dithian-2-yl)-butyl]-1,7-dioxa-spiro[5.5]undec-2-yl}-1-methyl-hexyl)-[1,3]dithian-2-yl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 38 percent / BF₃*Et₂O / CH₂Cl₂ / 25 h / 0 - 20 °C

2.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / -20 - 20 °C

3.1: HMPA; t-BuLi / tetrahydrofuran; hexane / 1.5 h / -50 - -43 °C

3.2: 87 percent / tetrahydrofuran; hexane / 1 h / -78 - -50 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; boron trifluoride diethyl etherate; tert.-butyl lithium; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.tet.2003.09.097