2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

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Chemical Name:2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester
CAS No.:521291-39-4
Molecular Formula:C₄₁H₆₄O₁₂
Molecular Weight:748.952
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

There total 8 articles about 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-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: 72.0%

: 81058-27-7
2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide

: 322474-90-8
Acetic acid (R)-4-((R)-3-hydroxy-but-1-ynyl)-3,5,5-trimethyl-cyclohex-3-enyl ester

: 521291-39-4
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea;
DOI:10.1248/cpb.48.2017

Reference yield:

: 118829-40-6,118829-45-1
(R)-4-ethynyl-3,5,5-trimethylcyclohex-3-en-1-ol

: 521291-39-4
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / DMAP; Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

2.1: BuLi / hexane; tetrahydrofuran / 0.25 h / -40 °C

2.2: hexane; tetrahydrofuran / 0.42 h / -40 - 20 °C

3.1: 4.82 g / MnO₂ / diethyl ether; hexane / 15 h / 20 °C

4.1: 99 percent / aq, HF / acetonitrile / 0.5 h / 20 °C

5.1: 96 percent / pyridine / 2 h / 20 °C

6.1: (1R,2R)-TsNHCH(Ph)CH(Ph)NHTs; iPrOH; KOH / [RuCl₂(p-cymene)] / 2 h / 20 °C

7.1: AgOTf; N,N'-tetramethylurea; molecular sieves 4 Angstroem / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; manganese(IV) oxide; potassium hydroxide; n-butyllithium; 4 A molecular sieve; hydrogen fluoride; silver trifluoromethanesulfonate; 4-methyl-N-((1R,2R)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethyl)benzenesulfonamide; triethylamine; isopropyl alcohol; tetramethylurea; (p-cymene)ruthenium(II) chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1039/b208758h

Reference yield:

: 322474-86-2
1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane

: 521291-39-4
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: BuLi / hexane; tetrahydrofuran / 0.25 h / -40 °C

1.2: hexane; tetrahydrofuran / 0.42 h / -40 - 20 °C

2.1: 4.82 g / MnO₂ / diethyl ether; hexane / 15 h / 20 °C

3.1: 99 percent / aq, HF / acetonitrile / 0.5 h / 20 °C

4.1: 96 percent / pyridine / 2 h / 20 °C

5.1: (1R,2R)-TsNHCH(Ph)CH(Ph)NHTs; iPrOH; KOH / [RuCl₂(p-cymene)] / 2 h / 20 °C

6.1: AgOTf; N,N'-tetramethylurea; molecular sieves 4 Angstroem / CH₂Cl₂ / 0 - 20 °C

With pyridine; manganese(IV) oxide; potassium hydroxide; n-butyllithium; 4 A molecular sieve; hydrogen fluoride; silver trifluoromethanesulfonate; 4-methyl-N-((1R,2R)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethyl)benzenesulfonamide; isopropyl alcohol; tetramethylurea; (p-cymene)ruthenium(II) chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1039/b208758h