3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Base Information

Chemical Name:3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-one
CAS No.:439143-64-3
Molecular Formula:C₄₂H₆₇NO₁₂Si
Molecular Weight:806.079
Hs Code.:

3-(<i>tert</i>-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-<i>d</i>]oxazol-2-one

Synonyms:3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

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Chemical Property of 3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

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Technology Process of 3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

There total 19 articles about 3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-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: 95.0%

: (5S,1R,2R,6R)-7-aza-2-methoxy-1,5-dimethyl-4,9-dioxa-3-phenylthio-7-(1,1,2,2-tetramethyl-1-silapropyl)bicyclo[4.3.0]nonan-8-one

: 439143-48-3
(1S,5R,9R,10R,11R,12R,13S)-13-hydroxy-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxymethyl]-7,10,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadec-7-en-3-one

: 439143-64-3
3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: (5S,1R,2R,6R)-7-aza-2-methoxy-1,5-dimethyl-4,9-dioxa-3-phenylthio-7-(1,1,2,2-tetramethyl-1-silapropyl)bicyclo[4.3.0]nonan-8-one; (1S,5R,9R,10R,11R,12R,13S)-13-hydroxy-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxymethyl]-7,10,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadec-7-en-3-one; With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 0.833333h;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -15 - 20 ℃; Further stages.;
DOI:10.1016/j.tet.2008.02.001

Reference yield:

: 439143-38-1
(3S,5S,1R,2R,6R)-7-aza-2-methoxy-1,5-dimethyl-4,9-dioxa-3-phenylthio-7-(1,1,2,2-tetramethyl-1-silapropyl)bicyclo[4.3.0]nonan-8-one

: 439143-48-3
(1S,5R,9R,10R,11R,12R,13S)-13-hydroxy-1,9-dimethoxy-5-[(4-methoxyphenyl)methoxymethyl]-7,10,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadec-7-en-3-one

: 439143-64-3
3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: With N-iodo-succinimide; 2,6-di-tert-butyl-4-methylpyridine; trifluorormethanesulfonic acid; In dichloromethane; at -15 - 20 ℃;
DOI:10.1021/ja026235n

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 439143-64-3
3-(tert-butyl-dimethyl-silanyl)-6-[1,9-dimethoxy-5-(4-methoxy-benzyloxymethyl)-7,10,12-trimethyl-3-oxo-4,15-dioxa-bicyclo[9.3.1]pentadec-7-en-13-yloxy]-7-methoxy-4,7a-dimethyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: BF₃*OEt₂; PhSH

1.2: NaH

2.1: NIS; TfOH; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / -15 - 20 °C

With N-iodo-succinimide; 2,6-di-tert-butyl-4-methylpyridine; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; thiophenol; In dichloromethane;
DOI:10.1021/ja026235n