CAS No.126-90-9,(S)-3,7-dimethyl-1,6-octadien-3-ol Suppliers

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1,6-Octadien-3-ol,3,7-dimethyl-, (3S)- CAS No.: 126-90-9 Storage:as prescribe by the manufaurer Package:pack as requested

1,6-Octadien-3-ol,3,7-dimethyl-, (3S)-

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Synthetic route

: 29171-20-8
3,7-dimethyloct-6-en-1-yn-3-ol

A: 57029-98-8
3,7-dimethyloct-6-en-3-ol

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With hydrogen In hexane at 50℃; under 760.051 Torr; for 10h;	A 1% B 99%

: 121401-06-7
Toluene-4-sulfonic acid <3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl>methyl ester

A: 126-91-0
linalool

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With sodium hydroxide; tellurium; rongalite In tetrahydrofuran; water at 50 - 55℃; for 3h; Title compound not separated from byproducts;	A n/a B 97%
With sodium hydroxide; tellurium; sodium formaldehyde sulfoxylate In tetrahydrofuran for 2h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 104154-37-2
3,7-dimethyl-octa-1,6-diene-3-ol-3-O-β-D-glucopyranoside

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With Na2HPO4-citric buffer; β-D-glycosidase at 37℃; for 90h;	88%
With Na2HPO4-citrate buffer; β-glucosidase In water at 37℃; for 90h; pH=4.0; Hydrolysis;	88.2%

: 138052-31-0
(S)-Benzyl linalyl ether

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With ammonia; sodium In diethyl ether at -78℃; for 0.5h;	88%

: 160805-58-3
(S)-6-Methyl-2-(S)-thiiranyl-hept-5-en-2-ol

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With triethyl borane; tri-n-butyl-tin hydride In toluene at 0℃; for 0.0833333h;	84%

: 91423-24-4
(2S,3R)-3-(bromomethyl)-2-methyl-2-(4-methylpent-3-en-1-yl)oxirane

A: 126-91-0
linalool

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -25℃; for 0.5h; Ring cleavage;	A n/a B 83%

: 121401-06-7
Toluene-4-sulfonic acid <3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl>methyl ester

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With zinc copper; sodium iodide In tetrahydrofuran for 2h; Heating;	78%
With sodium hydroxide; tellurium; rongalite In tetrahydrofuran; water at 50 - 55℃; for 3h; Product distribution; further reagent ratios, temperature, reagent, reaction times;

: 82188-73-6
(2S,3S)-2,3-epoxygeraniol

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With 1H-imidazole; 2,6-dimethylpyridine; water; iodine; triphenylphosphine In 1,2-dichloro-ethane; benzene at 75 - 80℃; for 2h; Mechanism; stereospecific 1,3-transposition of various chiral 2,3-epoxy alcohols;	77%
With 1H-imidazole; 2,6-dimethylpyridine; water; iodine; triphenylphosphine In 1,2-dichloro-ethane; benzene at 75 - 80℃; for 2h;	77%
Multi-step reaction with 2 steps 1: 84 percent / CBr4; triphenylphosphine / CH2Cl2 / 0 °C 2: 83 percent / BuLi / hexane; tetrahydrofuran / 0.5 h / -25 °C View Scheme

: 166941-41-9
Toluene-4-sulfonic acid (2R,3S)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With sodium hydroxide; tellurium; water; rongalite In tetrahydrofuran for 1h;	66%

: 52449-21-5, 86777-84-6, 86777-89-1, 86832-98-6, 102628-66-0, 102628-67-1
(S)-5-Benzenesulfonyl-3,7-dimethyl-octa-1,6-dien-3-ol

A: 126-90-9
(S)-(+)-linalool

B: 102628-68-2
(E)-(S)-3,7-Dimethyl-octa-1,5-dien-3-ol

Conditions

Conditions	Yield
With disodium hydrogenphosphate; sodium amalgam In methanol at 25℃; for 2.5h;	A 65% B n/a

: 82188-73-6
(2S,3S)-2,3-epoxygeraniol

A: 126-90-9
(S)-(+)-linalool

B: (2S,3R)-1,3-Diiodo-3,7-dimethyl-oct-6-en-2-ol

C: (2S,3S)-3-Iodomethyl-2-methyl-2-(4-methyl-pent-3-enyl)-oxirane

Conditions

Conditions	Yield
With 1H-imidazole; iodine; triphenylphosphine In benzene at 75 - 80℃; for 4h; Product distribution; stereospecific 1,3-transposition of various chiral 2,3-epoxy alcohols;	A 5% B 5% C 61%

...Expand

: (2S,3S)-3-Iodomethyl-2-methyl-2-(4-methyl-pent-3-enyl)-oxirane

A: 126-90-9
(S)-(+)-linalool

B: (2S,3R)-1,3-Diiodo-3,7-dimethyl-oct-6-en-2-ol

Conditions

Conditions	Yield
With Ph3P(OH)I In 1,2-dichloro-ethane; benzene at 70 - 80℃; for 1h;	A 55% B 40%

: 78-70-6
3,7-dimethylocta-1,6-dien-3-ol

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
durch linalylesterphthalsaeures Strychnin;

: 106-24-1
Geraniol

A: 98-55-5
terpineol

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
iron(II) sulfate In toluene at 50℃; for 2h; Yield given. Yields of byproduct given;
zirconium(IV) sulfate In toluene at 50℃; for 1h; Yield given. Yields of byproduct given;

: 121468-44-8
Toluene-4-sulfonic acid (2R,3R)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester

A: 126-91-0
linalool

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With sodium hydroxide; tellurium; sodium formaldehyde sulfoxylate In tetrahydrofuran for 5h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 135562-18-4, 135637-16-0
4-(geranylseleno)-15-(p-toluenesulfonyl)<2.2>paracyclophane

A: 78-70-6
3,7-dimethylocta-1,6-dien-3-ol

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With triethylamine; 3-chloro-benzenecarboperoxoic acid Product distribution; 1) CH2Cl2, -66 deg C to -40 deg C, 10 min, 2) -40 deg to room temperature; stereoselectivity;

: 84534-33-8, 104154-34-9, 131348-52-2, 131348-59-9
3(S)-Linalool β-D-(6'-O-β-L-Fucopyranosyl)glucopyranosid

A: 50-99-7
D-glucose

B: 126-90-9
(S)-(+)-linalool

C: 5328-43-8
1-deoxy-L-galactitol

Conditions

Conditions	Yield
With citrate buffer at 40℃; for 5h; enzyme hesperidinase;

...Expand

: 104154-37-2
3,7-dimethyl-octa-1,6-diene-3-ol-3-O-β-D-glucopyranoside

A: 50-99-7
D-glucose

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With citrate buffer at 40℃; for 6h; enzyme hesperidinase;

: linalyl glucoside

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With cellulase (Sigma type II) In water Ambient temperature;	23 mg

: 6138-90-5
trans-geranyl bromide

A: 126-91-0
linalool

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

: 158412-24-9
(3S)-linaloyl β-D-xylopyranosyl-(1->6)-β-D-glucopyranoside

A: 133962-98-8
1-O-β-D-xylopyranosyl-(1,6)-β-D-glucopyranoside

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With water at 37℃; for 1.5h; pH 6.0; hydrolysis by glucosidases II from tea leaves (cv. Yabukita); hydrolysis rate 63.0percent; further glucosidases and acetone powder from tea leaves;

: (1S,2R,4R)-1-((E)-3,7-Dimethyl-octa-2,6-dienylselanylmethyl)-7,7-dimethyl-bicyclo[2.2.1]heptan-2-ol

A: 126-91-0
linalool

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With tert-butylhypochlorite; sodium hydrogencarbonate Product distribution; multistep reaction;

: 50727-94-1, 62777-72-4, 62960-04-7, 71030-55-2, 76985-26-7, 82188-73-6, 112456-40-3, 112456-65-2, 62777-71-3
(2R,3R)-3-methyl-3-(4-methyl-3-pentenyl)oxiranemethanol

A: 126-91-0
linalool

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With 1H-imidazole; 2,6-dimethylpyridine; water; iodine; triphenylphosphine In 1,2-dichloro-ethane; benzene at 75 - 80℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 76985-26-7
(2S,3R)-3,7-dimethyl-2,3-epoxy-6-octen-1-ol

A: 126-91-0
linalool

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With 1H-imidazole; 2,6-dimethylpyridine; water; iodine; triphenylphosphine In 1,2-dichloro-ethane; benzene at 75 - 80℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: (S)-1-[2-((E)-3,7-Dimethyl-octa-2,6-dienylselanyl)-benzyl]-2-methoxymethyl-pyrrolidine

A: 126-91-0
linalool

B: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In diethyl ether at -90℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 216861-19-7
linaloxymethyl butanoate

A: 126-91-0
linalool

B: 109-21-7
butyl butyrate

C: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With pseudomonas fluorescens lipase; butan-1-ol In octane for 48h; Yield given;
With Candida rugosa lipase; butan-1-ol In octane at 45℃; for 4.25h; Yield given;

...Expand

: 216861-19-7
linaloxymethyl butanoate

: 71-36-3
butan-1-ol

A: 126-91-0
linalool

B: 109-21-7
butyl butyrate

C: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With Candida rugosa lipase In octane at 45℃; for 4.25h;
With Candida rugosa lipase In octane at 45℃; for 4.25h; Product distribution; various enzymes, solvents and temp.;

...Expand

: 91423-25-5
(2S,3R)-3-Iodomethyl-2-methyl-2-(4-methyl-pent-3-enyl)-oxirane

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With water In diethyl ether; acetonitrile at 38℃; for 10h; reductive elimination;

: (3S)-O-α-L-Rhamnopyranosyl-(1->3)-[4-O-(E)-coumaroyl]-α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranosyllinalool

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
With hydrogenchloride at 20℃;	4.6 mg

: 106-24-1
Geraniol

: 126-90-9
(S)-(+)-linalool

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 89 percent / 3 Angstroem sieves; 3 M t-butylhydroperoxide; (+)-diethyl tartrate / titanium(IV) isopropoxide / 2,2,4-trimethyl-pentane; CH2Cl2 / 0.75 h / -25 °C 2: 84 percent / CBr4; triphenylphosphine / CH2Cl2 / 0 °C 3: 83 percent / BuLi / hexane; tetrahydrofuran / 0.5 h / -25 °C View Scheme
Multi-step reaction with 2 steps 2: 78 percent / zinc-copper couple, NaI / tetrahydrofuran / 2 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 91 percent / (+)-DIPT,m Ti(OiPr)4, t-BuOOH, molecular sieves 4 Angstroem / CH2Cl2 / -34 °C 2: 94 percent / NEt3, 4-dimethylaminopyridine / CH2Cl2 / -10 °C 3: Te-rongalite, aq. NaOH / tetrahydrofuran / 2 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: 85 percent / (-)-DIPT, Ti(OiPr)4, t-BuOOH, molecular sieves 4 Angstroem / CH2Cl2 / -34 °C 2: 86 percent / NEt3, 4-dimethylaminopyridine / CH2Cl2 / -10 °C 3: Te-rongalite, aq. NaOH / tetrahydrofuran / 5 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: 91 percent / tert-BuOOH (TBHP), (+)-diisopropyl tartrate, Ti(O-i-Pr)4 / CH2Cl2 / -37 °C 2: Et3N, dimethylaminopyridine (DMAP) / CH2Cl2 / 15 h / -10 °C 3: 66 percent / tellurium, HOCH2SO2Na, NaOH, H2O / tetrahydrofuran / 1 h View Scheme

: 126-90-9
(S)-(+)-linalool

: 57029-98-8
3,7-dimethyloct-6-en-3-ol

Conditions

Conditions	Yield
With oxygen; 5-ethyl-10-methyl-2,4-dioxo-2,3,4,10-tetrahydrobenzo[g]pteridin-5-ium perchlorate; hydrazine hydrate In acetonitrile at 25℃; under 760 Torr; for 5h;	96%
With hydrazine hydrate In chloroform at 25℃; under 760.051 Torr; for 24h; Reagent/catalyst;	79 %Chromat.

: 994-30-9
triethylsilyl chloride

: 126-90-9
(S)-(+)-linalool

: (S)-((3,7-dimethylocta-1,6-dien-3-yl)oxy)triethylsilane

Conditions

Conditions	Yield
With 1,2,2,6,6-pentamethylpiperidine; 1-methyl-1H-imidazole-3-oxide In chloroform at 40℃; for 8h; Inert atmosphere;	95%

: 69739-34-0
t-butyldimethylsiyl triflate

: 126-90-9
(S)-(+)-linalool

: (S)-tert-butyl((3,7-dimethylocta-1,6-dien-3-yl)oxy)dimethylsilane

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;	90%

: 126-90-9
(S)-(+)-linalool

: 35468-92-9, 35469-30-8, 40478-73-7
(2RS,5S)-2-hydroxy-5-methyl-5-vinyltetrahydrofuran

Conditions

Conditions	Yield
With pyridine; ozone In dichloromethane at -78℃; for 0.75h;	88%

: 126-90-9
(S)-(+)-linalool

: (R)-5-(1-Bromo-1-methyl-ethyl)-2-methyl-2-vinyl-tetrahydro-furan

Conditions

Conditions	Yield
With N-Bromosuccinimide In dichloromethane for 48h; Ambient temperature;	85%

: 126-90-9
(S)-(+)-linalool

: 57624-95-0
(S)-2-methyl-1,2,5-pentanetriol

Conditions

Conditions	Yield
Stage #1: (S)-(+)-linalool With ozone In methanol; dichloromethane at -78℃; for 0.0833333h; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at 0℃; Further stages.;	77%

: 108-24-7
acetic anhydride

: 126-90-9
(S)-(+)-linalool

: 115-95-7, 16509-46-9, 40135-38-4, 51685-40-6
(S)-linalyl acetate

Conditions

Conditions	Yield
With dmap; triethylamine at 20℃; for 10h; Acetylation;	70%
With pyridine; dmap at 90℃; for 44h; Acetylation;

: 126-90-9
(S)-(+)-linalool

: 132957-45-0
(1S,2R,5S)-(+)-2,6,6-trimethylbicyclo<3.2.0>heptan-endo-2-ol

Conditions

Conditions	Yield
With silver hexafluoroantimonate; di-μ-chloro-bis(1,5-cyclooctadiene)dicopper In diethyl ether at 20℃; for 5h; Reagent/catalyst; Inert atmosphere; UV-irradiation;	68%

: 126-90-9
(S)-(+)-linalool

: 2,3,4-tri-O-acetyl-6-O-<(3-C-acetoxymethyl)-2,3-di-O-acetyl-β-D-erythrofuranosyl>-α-D-glucopyranosyl trichloroacetimidate

: 156058-58-1
(3S)-linalyl 2,3,4-tri-O-acetyl-6-O-<(3-C-acetoxymethyl)-2,3-di-O-acetyl-β-D-erythrofuranosyl>-β-D-glucopyranoside

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane Ambient temperature;	62%

: 5707-04-0
Phenylselenyl chloride

: 126-90-9
(S)-(+)-linalool

: (R)-2-Methyl-5-(1-methyl-1-phenylselanyl-ethyl)-2-vinyl-tetrahydro-furan

Conditions

Conditions	Yield
In dichloromethane for 12h; Ambient temperature;	45%

: 126-90-9
(S)-(+)-linalool

A: 240133-55-5
5-bromo-2,6,6-trimethyl-(5R)-tetrahydropyran-2-carbaldehyde

B: 5-bromo-2,6,6-trimethyl-(5S)-tetrahydropyran-2-carbaldehyde

Conditions

Conditions	Yield
Stage #1: (S)-(+)-linalool With 2,2,4,6-tetrabromocyclohexa-2,5-dienone In nitromethane at 0℃; for 5h; Stage #2: With osmium(VIII) oxide; N-methyl-2-indolinone In tetrahydrofuran at 20℃; for 24h; Stage #3: With sodium periodate In tetrahydrofuran at 0 - 20℃; Further stages.;	A 13% B 25%

: 126-90-9
(S)-(+)-linalool

: 4490-10-2
geranyl chloride

Conditions

Conditions	Yield
With pyridine; thionyl chloride
With Petroleum ether; phosphorus trichloride unter Kuehlung;
Multi-step reaction with 3 steps 1: toluene; HBr 2: AgNO3 3: K2CO3; benzene; PCl3 / 0 - 5 °C View Scheme

: 126-90-9
(S)-(+)-linalool

A: 4490-10-2
geranyl chloride

B: 471-10-3
(R)-3-chloro-3,7-dimethyl-octa-1,6-diene

Conditions

Conditions	Yield
With phosphorus trichloride
With phosphorus trichloride

: 126-90-9
(S)-(+)-linalool

: 6138-90-5
geranyl bromide

Conditions

Conditions	Yield
With hydrogen bromide; toluene

: 126-90-9
(S)-(+)-linalool

: 98-55-5
terpineol

Conditions

Conditions	Yield
With formic acid l-α-terpineol;

: 126-90-9
(S)-(+)-linalool

: 138-86-3
limonene.

Conditions

Conditions	Yield
With on fired clay applied aluminium oxide at 310℃; dl-limonene;

: 126-90-9
(S)-(+)-linalool

: 103-71-9
phenyl isocyanate

: 93477-63-5, 118723-77-6
phenylcarbamic acid-((R)-linalyl ester); carbanilic acid ester of d-linalool

Conditions

Conditions	Yield

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