Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester
CAS No.:194342-86-4
Molecular Formula:C₂₉H₃₇BrO₈
Molecular Weight:593.512
Hs Code.:

Synonyms:Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

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Chemical Property of Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

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Technology Process of Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

There total 19 articles about Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester 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: 66.0%

: 1196800-92-6
C₄₅H₆₉BrO₁₁Si

: 194342-86-4
Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: C₄₅H₆₉BrO₁₁Si; With ethanethiol; In dichloromethane; at -20 ℃; for 0.25h;

With boron trifluoride diethyl etherate; In dichloromethane; at -20 - 0 ℃;
DOI:10.1135/cccc2008181

Reference yield: 60.0%

: Acetic acid (1S,7S)-9-(2-bromo-benzyloxy)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-3-(4-methoxy-benzyloxy)-2-(tetrahydro-pyran-2-yloxy)-propyl]-3-oxo-7-(tetrahydro-pyran-2-yloxy)-nonyl ester

: 194342-86-4
Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; thiophenol; In dichloromethane; at -20 - 0 ℃; for 2h;
DOI:10.1016/S0040-4039(97)01140-4

Reference yield:

: 80910-01-6,108836-41-5,144069-33-0,134733-19-0
(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

: 194342-86-4
Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / CuI / tetrahydrofuran / 2 h / -78 - 0 °C

2: 98 percent / PPTS / CH₂Cl₂ / 5 h / Ambient temperature

3: 1.) OsO₄, NMO; 2.) NaIO₄ / 1.) aq. THF, r.t., 1.75 h; 2.) aq. THF, r.t., 1 h

4: 89 percent / 1.) (-)-Ipc₂BCl, Et₃N / diethyl ether / 1.) 0 deg C, 2 h; 2.) -78 deg C, 4 h then -20 deg C, 16 h

5: 95 percent / pyridine / benzene / 4 h / Ambient temperature

6: 60 percent / BF₃*OEt₂, PhSH / CH₂Cl₂ / 2 h / -20 - 0 °C

With pyridine; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; thiophenol; triethylamine; (-)-diisopinocamphenylborane chloride; copper(l) iodide; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(97)01140-4