(2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde

Base Information

Chemical Name:(2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde
CAS No.:124603-98-1
Molecular Formula:C₃₄H₃₅O₇P
Molecular Weight:586.621
Hs Code.:

(2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiro<oxirane-2,3'-(2'H)-benzofuran-2',2''-<2H>pyran>-6'-carboxaldehyde

Synonyms:(2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde

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Chemical Property of (2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde

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Technology Process of (2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde

There total 16 articles about (2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde 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: 73.0%

: 124649-59-8
(2R,2'S,3'aR,6'S,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde

: 124603-98-1
(2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde

Guidance literature:: With sodium hydroxide; In methanol; at 25 ℃; for 0.5h;
DOI:10.1021/jo00294a030 DOI:10.1016/S0040-4039(00)94241-2

Reference yield:

: 2129-30-8
3-(diphenylphosphino)benzoic acid

: 124603-98-1
(2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 4-pyrrolidinopyridine, DCC / CH₂Cl₂ / 10 h / 60 °C

2: 1. H₂, <(COD)RhOAc>2 2. t-butyl hydroperoxide / 1. 85 deg C, benzene, 710 psi, 3 h 2. 10 min, toluene

3: 73 percent / NaOH / methanol / 0.5 h / 25 °C

With sodium hydroxide; <(COD)RhOAc>2 2. t-butyl hydroperoxide; hydrogen; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In methanol; dichloromethane;
DOI:10.1021/jo00294a030

Reference yield:

: 97826-88-5
1-<2(R)-<2(R)-<(4-methoxybenzyl)oxy>-3-cyclohexen-1(S)-yl>oxiranyl>ethanone

: 124603-98-1
(2R,2'S,3'aR,6'R,7'aR,4''S,5''R)-decahydro-4''-<<3-(diphenylphosphinyl)benzoyl>oxy>-5''-methyldispiropyran>-6'-carboxaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 1. LDA / 1. THF, -78 deg C, 50 min 2. -78 deg C, 10 min

2: 95 percent / 2,3-dichloro-5,6-dicyano-1,4-benzochinone / CH₂Cl₂; H₂O / 1.5 h

3: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h

4: 19 percent / trifluoroacetic acid / CH₂Cl₂ / 0.17 h

5: 88 percent / 4-pyrrolidinopyridine, DCC / CH₂Cl₂ / 10 h / 60 °C

6: 1. H₂, <(COD)RhOAc>2 2. t-butyl hydroperoxide / 1. 85 deg C, benzene, 710 psi, 3 h 2. 10 min, toluene

7: 73 percent / NaOH / methanol / 0.5 h / 25 °C

With sodium hydroxide; <(COD)RhOAc>2 2. t-butyl hydroperoxide; tetrabutyl ammonium fluoride; hydrogen; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00294a030