4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester

Base Information Edit

Chemical Name:4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester
CAS No.:173613-47-3
Molecular Formula:C₂₁H₂₇BrO₈
Molecular Weight:487.345
Hs Code.:
Mol file:173613-47-3.mol

4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester

Synonyms:4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester

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Chemical Property of 4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester Edit

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Technology Process of 4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester

There total 2 articles about 4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-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:

: 4-Bromo-benzoic acid (4aR,6S,7S,8R,8aR)-2,2-dimethyl-6-(3-oxo-propyl)-7-((Z)-3-tributylstannanyl-propenyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 173613-47-3
4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / BF₃*Et₂O / CH₂Cl₂ / 0.83 h / -90 °C

2: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, CH₂Cl₂, -80 deg C, 15 min, 2.) 0 deg C, 4 h

With sodium tetrahydroborate; boron trifluoride diethyl etherate; ozone; In dichloromethane;
DOI:10.1016/S0040-4020(97)00071-9

Reference yield:

: 173613-32-6
4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-2,2-dimethyl-9-vinyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester

: 173613-47-3
4-Bromo-benzoic acid (4aR,5aS,8R,9S,10aS,11R,11aR)-8-hydroxy-9-hydroxymethyl-2,2-dimethyl-decahydro-1,3,5,10-tetraoxa-cyclohepta[b]naphthalen-11-yl ester

Guidance literature:: With sodium tetrahydroborate; ozone; Yield given. Multistep reaction; 1.) MeOH, CH₂Cl₂, -80 deg C, 15 min, 2.) 0 deg C, 4 h;
DOI:10.1016/S0040-4020(97)00071-9