Product Name

  • Name

    D-Pinitol

  • EINECS 1312995-182-4
  • CAS No. 10284-63-6
  • Article Data22
  • CAS DataBase
  • Density 1.56 g/cm3
  • Solubility Soluble in water.
  • Melting Point 179-185 °C
  • Formula C7H14O6
  • Boiling Point 317.2 °C at 760 mmHg
  • Molecular Weight 194.185
  • Flash Point 145.6 °C
  • Transport Information
  • Appearance white powder
  • Safety 16-24/25-26-45-36/37/39
  • Risk Codes 11-34
  • Molecular Structure Molecular Structure of 10284-63-6 (D-Pinitol)
  • Hazard Symbols CorrosiveC,FlammableF
  • Synonyms Inositol,3-O-methyl-, D-chiro- (8CI);Pinitol, (+)- (6CI,7CI);(+)-Pinitol;3-O-Methyl-(+)-chiro-inositol;3-O-Methyl-D-chiro-inositol;D-(+)-Pinitol;D-3-O-Methyl-chiro-inositol;Inzitol;Matezit;Pinit;Pinite(inositol derivative);Pinitol B;Sennit;Sennitol;
  • PSA 110.38000
  • LogP -3.18050

Synthetic route

(1R,2R,3R,4S,5R,6S)-2,3,6-trihydroxy-4,5-di-O-isopropylidene-1-O-methylcyclohexane
130792-46-0

(1R,2R,3R,4S,5R,6S)-2,3,6-trihydroxy-4,5-di-O-isopropylidene-1-O-methylcyclohexane

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
With hydrogenchloride In water; acetone for 0.5h; Ambient temperature;100%
With hydrogenchloride In water; acetone
(1L-1,2-di-O-benzoyl-4-O-methyl-chiro-inosityloxy)-(l)-menthoxyacetate
124647-09-2, 124751-79-7

(1L-1,2-di-O-benzoyl-4-O-methyl-chiro-inosityloxy)-(l)-menthoxyacetate

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
With water; triethylamine In methanol for 68h; Ambient temperature;100%
3,5-di-O-benzyl-D-pinitol
1044736-09-5

3,5-di-O-benzyl-D-pinitol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol100%
(3aR,4S,5R,7aS)-5-methoxy-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxol-4-ol
1195550-95-8

(3aR,4S,5R,7aS)-5-methoxy-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxol-4-ol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In tetrahydrofuran; water; acetone at 20℃; for 24h; Inert atmosphere; Reflux;84%
(1R,2S,3R,4S,5R,6S)-5,6-Bis-benzyloxy-3-methoxy-cyclohexane-1,2,4-triol
186388-12-5

(1R,2S,3R,4S,5R,6S)-5,6-Bis-benzyloxy-3-methoxy-cyclohexane-1,2,4-triol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 24h;69%
methanol
67-56-1

methanol

(1R,2S,3R,4S,5R,6S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]heptane-2,5-diol
125164-85-4

(1R,2S,3R,4S,5R,6S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]heptane-2,5-diol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
With trifluoroacetic acid In methanol60%
D-myo-inositol
87-89-8

D-myo-inositol

A

D-chiro-inositol
488-54-0, 488-55-1, 488-58-4, 488-59-5, 551-72-4, 576-63-6, 643-10-7, 643-12-9, 6917-35-7, 18685-70-6, 38876-99-2, 39907-99-8, 40461-73-2, 41546-32-1, 41546-33-2, 41546-34-3, 41546-35-4, 41546-36-5, 87-89-8

D-chiro-inositol

B

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol
6090-97-7

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

C

pinitol
10284-63-6

pinitol

D

D-galacturonic acid

D-galacturonic acid

Conditions
ConditionsYield
In water for 48h; Product distribution; biosynthesis with Simmondsia chinensis, various time;
...Expand
(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol
6090-97-7

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

A

D-myo-inositol
87-89-8

D-myo-inositol

B

D-chiro-inositol
488-54-0, 488-55-1, 488-58-4, 488-59-5, 551-72-4, 576-63-6, 643-10-7, 643-12-9, 6917-35-7, 18685-70-6, 38876-99-2, 39907-99-8, 40461-73-2, 41546-32-1, 41546-33-2, 41546-34-3, 41546-35-4, 41546-36-5, 87-89-8

D-chiro-inositol

C

pinitol
10284-63-6

pinitol

D

D-galacturonic acid

D-galacturonic acid

Conditions
ConditionsYield
In water for 48h; Product distribution; biosynthesis with Simmondsia chinensis, various time;
...Expand
1D-5-O-(α-D-galactopyranosyl)-4-O-methyl-chiro-inositol
75589-40-1, 79391-03-0, 98168-33-3

1D-5-O-(α-D-galactopyranosyl)-4-O-methyl-chiro-inositol

A

D-Galactose
59-23-4

D-Galactose

B

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
With α-D-galactosidase Product distribution;
1D-(1,2,3,4)-1,2-di-O-benzyl-4-O-methylcyclohex-5-ene-1,2,3,4-tetraol
186382-59-2

1D-(1,2,3,4)-1,2-di-O-benzyl-4-O-methylcyclohex-5-ene-1,2,3,4-tetraol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / CH2Cl2 / 0.5 h / 0 °C
2: aq. OsO4, Me3NO / acetone; 2-methyl-propan-2-ol / 48 h
3: 58 percent / benzene / 1 h / Ambient temperature
4: 91 percent / K2CO3 / methanol / 2 h / 60 °C
5: 69 percent / H2 / 10percent Pd/C / methanol / 24 h
View Scheme
Acetic acid (1S,2S,3S,4R,5S,6R)-2,3-bis-benzyloxy-4,5-dihydroxy-6-methoxy-cyclohexyl ester
186382-61-6

Acetic acid (1S,2S,3S,4R,5S,6R)-2,3-bis-benzyloxy-4,5-dihydroxy-6-methoxy-cyclohexyl ester

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / K2CO3 / methanol / 2 h / 60 °C
2: 69 percent / H2 / 10percent Pd/C / methanol / 24 h
View Scheme
(1S,2S,5S,6R)-5,6-Bis-benzyloxy-2-methoxy-3-tributylstannanyl-cyclohex-3-enol

(1S,2S,5S,6R)-5,6-Bis-benzyloxy-2-methoxy-3-tributylstannanyl-cyclohex-3-enol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 79 percent / NaOMe / methanol / 4 h / 60 °C
2: pyridine / CH2Cl2 / 0.5 h / 0 °C
3: aq. OsO4, Me3NO / acetone; 2-methyl-propan-2-ol / 48 h
4: 58 percent / benzene / 1 h / Ambient temperature
5: 91 percent / K2CO3 / methanol / 2 h / 60 °C
6: 69 percent / H2 / 10percent Pd/C / methanol / 24 h
View Scheme
Trifluoro-methanesulfonic acid (1R,2R,5S,6S)-5,6-bis-benzyloxy-2-methoxy-cyclohex-3-enyl ester

Trifluoro-methanesulfonic acid (1R,2R,5S,6S)-5,6-bis-benzyloxy-2-methoxy-cyclohex-3-enyl ester

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq. OsO4, Me3NO / acetone; 2-methyl-propan-2-ol / 48 h
2: 58 percent / benzene / 1 h / Ambient temperature
3: 91 percent / K2CO3 / methanol / 2 h / 60 °C
4: 69 percent / H2 / 10percent Pd/C / methanol / 24 h
View Scheme
Trifluoro-methanesulfonic acid (1R,2S,3S,4R,5S,6R)-2,3-bis-benzyloxy-4,5-dihydroxy-6-methoxy-cyclohexyl ester
186382-60-5

Trifluoro-methanesulfonic acid (1R,2S,3S,4R,5S,6R)-2,3-bis-benzyloxy-4,5-dihydroxy-6-methoxy-cyclohexyl ester

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 58 percent / benzene / 1 h / Ambient temperature
2: 91 percent / K2CO3 / methanol / 2 h / 60 °C
3: 69 percent / H2 / 10percent Pd/C / methanol / 24 h
View Scheme
(1S,2R,3R,4S,5R,6S)-2,3-dihydroxy-4,5-di-O-isopropylidene-7-oxabicyclo<4.1.0>heptane
130669-73-7

(1S,2R,3R,4S,5R,6S)-2,3-dihydroxy-4,5-di-O-isopropylidene-7-oxabicyclo<4.1.0>heptane

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / Al2O3 / 24 h / Heating
2: 100 percent / conc. HCl / acetone; H2O / 0.5 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 90 percent / Al2O3
2: HCl / H2O; acetone
View Scheme
(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole
130669-75-9

(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 97 percent / OsO4, N-methylmorpholine-N-oxide / acetone; H2O; 2-methyl-propan-2-ol / 8 h / Ambient temperature
2: 90 percent / LiAlH4 / tetrahydrofuran / 8 h / Ambient temperature
3: 88 percent / mCPBA / CH2Cl2 / 24 h / Ambient temperature
4: 60 percent / Al2O3 / 24 h / Heating
5: 100 percent / conc. HCl / acetone; H2O / 0.5 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 85 percent / OsO4, MNO / H2O; acetone
2: 85 percent / LiAlH4 / tetrahydrofuran
3: 86 percent / m-CPBA / CH2Cl2
4: 90 percent / Al2O3
5: HCl / H2O; acetone
View Scheme
(3aS,4R,5R,7aR)-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol
130669-76-0

(3aS,4R,5R,7aR)-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 88 percent / mCPBA / CH2Cl2 / 24 h / Ambient temperature
2: 60 percent / Al2O3 / 24 h / Heating
3: 100 percent / conc. HCl / acetone; H2O / 0.5 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 86 percent / m-CPBA / CH2Cl2
2: 90 percent / Al2O3
3: HCl / H2O; acetone
View Scheme
(3aS,4R,5R,7aS)-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol
137501-12-3, 130669-72-6

(3aS,4R,5R,7aS)-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 90 percent / LiAlH4 / tetrahydrofuran / 8 h / Ambient temperature
2: 88 percent / mCPBA / CH2Cl2 / 24 h / Ambient temperature
3: 60 percent / Al2O3 / 24 h / Heating
4: 100 percent / conc. HCl / acetone; H2O / 0.5 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 85 percent / LiAlH4 / tetrahydrofuran
2: 86 percent / m-CPBA / CH2Cl2
3: 90 percent / Al2O3
4: HCl / H2O; acetone
View Scheme
cis-1,2-dihydrocatechol
17793-95-2

cis-1,2-dihydrocatechol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: imidazole / dimethylformamide
2: 32 percent / 1O2 / -80 °C / Irradiation
3: thiourea / methanol
4: 95 percent / MCPBA
5: 60 percent / CF3CO2H / methanol
View Scheme
Multi-step reaction with 6 steps
1: 84 percent / DMAP / pyridine / 1.) 0 deg C, 2.5 h, 2.) RT
2: 73 percent / m-CPBA / CH2Cl2 / 22 h / Ambient temperature; pH 8 phosphate buffer
3: 100 percent / camphorsulfonic acid monohydrate / CHCl3 / 22.5 h / Ambient temperature
4: MAP / pyridine; CH2Cl2 / 48 h / Ambient temperature
5: 97 percent / osmium tetroxide, N-methylmorpholine-N-oxide / 2-methyl-propan-2-ol; tetrahydrofuran-d8; H2O / 120 h / Ambient temperature
6: 100 percent / triethylamine, water / methanol / 68 h / Ambient temperature
View Scheme
(5S,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-1,3-diene
125164-82-1

(5S,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-1,3-diene

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 32 percent / 1O2 / -80 °C / Irradiation
2: thiourea / methanol
3: 95 percent / MCPBA
4: 60 percent / CF3CO2H / methanol
View Scheme
(1S,4R,5S,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-ene-1,4-diol

(1S,4R,5S,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-ene-1,4-diol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / MCPBA
2: 60 percent / CF3CO2H / methanol
View Scheme
(1S,4R,7R,8S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2,3-dioxa-bicyclo[2.2.2]oct-5-ene
125164-83-2

(1S,4R,7R,8S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2,3-dioxa-bicyclo[2.2.2]oct-5-ene

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thiourea / methanol
2: 95 percent / MCPBA
3: 60 percent / CF3CO2H / methanol
View Scheme
benzene
71-43-2

benzene

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: oxidation by Pseudomonas putida strain
2: imidazole / dimethylformamide
3: 32 percent / 1O2 / -80 °C / Irradiation
4: thiourea / methanol
5: 95 percent / MCPBA
6: 60 percent / CF3CO2H / methanol
View Scheme
cis-3,5-cyclohexadiene-1,2-diol dibenzoate
86504-06-5

cis-3,5-cyclohexadiene-1,2-diol dibenzoate

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 73 percent / m-CPBA / CH2Cl2 / 22 h / Ambient temperature; pH 8 phosphate buffer
2: 100 percent / camphorsulfonic acid monohydrate / CHCl3 / 22.5 h / Ambient temperature
3: MAP / pyridine; CH2Cl2 / 48 h / Ambient temperature
4: 97 percent / osmium tetroxide, N-methylmorpholine-N-oxide / 2-methyl-propan-2-ol; tetrahydrofuran-d8; H2O / 120 h / Ambient temperature
5: 100 percent / triethylamine, water / methanol / 68 h / Ambient temperature
View Scheme
(1α,2β,3β,6β)-6-methoxy-4-cyclohexene-1,2,3-triol 2,3-dibenzoate
111015-72-6, 124751-83-3

(1α,2β,3β,6β)-6-methoxy-4-cyclohexene-1,2,3-triol 2,3-dibenzoate

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: MAP / pyridine; CH2Cl2 / 48 h / Ambient temperature
2: 97 percent / osmium tetroxide, N-methylmorpholine-N-oxide / 2-methyl-propan-2-ol; tetrahydrofuran-d8; H2O / 120 h / Ambient temperature
3: 100 percent / triethylamine, water / methanol / 68 h / Ambient temperature
View Scheme
(1α,2α,5β,6Sb)-5,6-epoxy-3-cyclohexene-1,2-diol dibenzoate
111015-71-5, 111059-10-0

(1α,2α,5β,6Sb)-5,6-epoxy-3-cyclohexene-1,2-diol dibenzoate

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / camphorsulfonic acid monohydrate / CHCl3 / 22.5 h / Ambient temperature
2: MAP / pyridine; CH2Cl2 / 48 h / Ambient temperature
3: 97 percent / osmium tetroxide, N-methylmorpholine-N-oxide / 2-methyl-propan-2-ol; tetrahydrofuran-d8; H2O / 120 h / Ambient temperature
4: 100 percent / triethylamine, water / methanol / 68 h / Ambient temperature
View Scheme
<1S-(1α,2β,5β,6β)>-<5,6-di(benzoyloxy)-2-methoxy-3-cyclohexen-1-yl> (l)-menthoxyacetate
124647-08-1

<1S-(1α,2β,5β,6β)>-<5,6-di(benzoyloxy)-2-methoxy-3-cyclohexen-1-yl> (l)-menthoxyacetate

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 97 percent / osmium tetroxide, N-methylmorpholine-N-oxide / 2-methyl-propan-2-ol; tetrahydrofuran-d8; H2O / 120 h / Ambient temperature
2: 100 percent / triethylamine, water / methanol / 68 h / Ambient temperature
View Scheme
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene
67451-62-1, 82683-92-9, 132958-32-8, 130792-45-9

cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 100 percent / p-TsOH
2: 85 percent / OsO4, MNO / H2O; acetone
3: 85 percent / LiAlH4 / tetrahydrofuran
4: 86 percent / m-CPBA / CH2Cl2
5: 90 percent / Al2O3
6: HCl / H2O; acetone
View Scheme
(1R,2S,3R,4S,5R,6R)-3,4-(isopropylidenedioxy)-5,6-epoxycyclohexane-1,2-diol
145107-28-4

(1R,2S,3R,4S,5R,6R)-3,4-(isopropylidenedioxy)-5,6-epoxycyclohexane-1,2-diol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium methylate / 24 h / Inert atmosphere; Reflux
2: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; acetone / 24 h / 20 °C / Inert atmosphere; Reflux
View Scheme
(-)-(1S)-1-{(4S,5S)-5-[(1S)-1-hydroxy-2-propenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-propen-1-ol
261631-95-2

(-)-(1S)-1-{(4S,5S)-5-[(1S)-1-hydroxy-2-propenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-propen-1-ol

pinitol
10284-63-6

pinitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 18 h / Inert atmosphere; Reflux
1.2: 8 h / 20 °C / Inert atmosphere
2.1: sodium methylate / 24 h / Inert atmosphere; Reflux
3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water; acetone / 24 h / 20 °C / Inert atmosphere; Reflux
View Scheme
pinitol
10284-63-6

pinitol

benzoyl chloride
98-88-4

benzoyl chloride

1D-1,2,3,5,6-penta-O-benzoyl-4-O-methyl-chiro-inositol
73803-10-8

1D-1,2,3,5,6-penta-O-benzoyl-4-O-methyl-chiro-inositol

Conditions
ConditionsYield
With dmap In pyridine for 23h; Ambient temperature;97%
pinitol
10284-63-6

pinitol

D-chiro-inositol

D-chiro-inositol

Conditions
ConditionsYield
With hydrogen bromide at 20 - 85℃; for 7h; Conversion of starting material;96%
With hydrogenchloride at 20 - 85℃; for 50h; Conversion of starting material;94%
With hydrogen iodide77%
acetic anhydride
108-24-7

acetic anhydride

pinitol
10284-63-6

pinitol

(1R,2R,3R,4S,5R,6R)-2,3,4,6-tetrakis(acetyloxy)-5-methoxycyclohexyl acetate
42442-75-1

(1R,2R,3R,4S,5R,6R)-2,3,4,6-tetrakis(acetyloxy)-5-methoxycyclohexyl acetate

Conditions
ConditionsYield
With pyridine; dmap at 20℃;93%
With pyridine for 1.5h; Heating;85%
2-Methoxypropene
116-11-0

2-Methoxypropene

pinitol
10284-63-6

pinitol

1,2:5,6-bis-O-(1-methylethylidene)-3-O-methyl-D-chiro-inositol
57819-56-4

1,2:5,6-bis-O-(1-methylethylidene)-3-O-methyl-D-chiro-inositol

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80 - 82℃;90%
pinitol
10284-63-6

pinitol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

1,2:5,6-bis-O-(1-methylethylidene)-3-O-methyl-D-chiro-inositol
57819-56-4

1,2:5,6-bis-O-(1-methylethylidene)-3-O-methyl-D-chiro-inositol

Conditions
ConditionsYield
With magnesium sulfate; toluene-4-sulfonic acid In acetone at 20℃; for 16h;89%
With toluene-4-sulfonic acid In acetone at 20℃; for 12h;87%
With toluene-4-sulfonic acid In acetone at 20℃;86%
BOC-glycine
4530-20-5

BOC-glycine

pinitol
10284-63-6

pinitol

1,2,4,5,6-pentakis-O-(Boc-Gly)-3-O-methyl-D-chiro-inositol

1,2,4,5,6-pentakis-O-(Boc-Gly)-3-O-methyl-D-chiro-inositol

Conditions
ConditionsYield
Stage #1: BOC-glycine With 1,1'-carbonyldiimidazole In acetonitrile at 20℃; for 0.166667h;
Stage #2: pinitol With triethylamine In acetonitrile at 60℃; for 72h;		75%
pinitol
10284-63-6

pinitol

1D-1,5-dideoxy-1,5-difluoro-4-O-methyl-neo-inositol
127002-20-4

1D-1,5-dideoxy-1,5-difluoro-4-O-methyl-neo-inositol

Conditions
ConditionsYield
With (diethylamido)sulfur trifluoride 1.) from -50 deg C to 0 deg C, 1.5 h, 2.) RT, 2 h;47%
pinitol
10284-63-6

pinitol

4-nitrophenyl-β-D-galactopyranoside
3150-24-1

4-nitrophenyl-β-D-galactopyranoside

A

1D-1-O-(β-D-Galactopyranosyl)-4-O-methyl-chiro-inositol

1D-1-O-(β-D-Galactopyranosyl)-4-O-methyl-chiro-inositol

B

1D-1-O-(β-D-Galactopyranosyl-(1->4)-O-β-D-galactopyranosyl)-4-O-methyl-chiro-inositol

1D-1-O-(β-D-Galactopyranosyl-(1->4)-O-β-D-galactopyranosyl)-4-O-methyl-chiro-inositol

Conditions
ConditionsYield
With sodium phosphate buffer; β-galactosidase from Bacillus circulans (EC 3.2.1.23) In acetonitrile at 37℃; for 72h; pH=7.0;A 45%
B 7%
...Expand
pinitol
10284-63-6

pinitol

1,1,2,2-tetramethoxycyclohexane
163125-34-6

1,1,2,2-tetramethoxycyclohexane

4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-3-O-methyl-D-chiro-inositol
434335-30-5

4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-3-O-methyl-D-chiro-inositol

Conditions
ConditionsYield
With (1S)-10-camphorsulfonic acid; trimethyl orthoformate In methanol at 70℃; for 24h;45%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

pinitol
10284-63-6

pinitol

3-O-methyl-4,5-O-(tetraisopropyldisiloxane-1',3'-diyl)-D-chiro-inositol

3-O-methyl-4,5-O-(tetraisopropyldisiloxane-1',3'-diyl)-D-chiro-inositol

Conditions
ConditionsYield
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 20℃; for 2h;24%
pinitol
10284-63-6

pinitol

(2R)-2r,3c,4t,6t-tetrahydroxy-5c-methoxy-cyclohexanone
3559-01-1, 5834-35-5, 20095-97-0, 92541-30-5, 92541-35-0, 92541-36-1

(2R)-2r,3c,4t,6t-tetrahydroxy-5c-methoxy-cyclohexanone

Conditions
ConditionsYield
With platinum on activated charcoal; air
With oxygen; platinum on activated charcoal In water
pinitol
10284-63-6

pinitol

1,2:5,6-bis-O-(1-methylethylidene)-3-O-methyl-D-chiro-inositol
57819-56-4

1,2:5,6-bis-O-(1-methylethylidene)-3-O-methyl-D-chiro-inositol

Conditions
ConditionsYield
With hydrogenchloride; acetone
With sulfuric acid; acetone
With acetic acid; acetone; zinc(II) chloride
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

pinitol
10284-63-6

pinitol

(1R,2S,3R,4R,5S,6S)-1-Methoxy-2,3,4,5,6-pentakis-trimethylsilanyloxy-cyclohexane
14199-75-8, 14199-76-9, 14313-39-4, 14486-18-1, 75658-14-9, 92419-60-8, 92620-07-0, 92620-08-1, 92620-09-2, 92620-10-5, 92620-11-6

(1R,2S,3R,4R,5S,6S)-1-Methoxy-2,3,4,5,6-pentakis-trimethylsilanyloxy-cyclohexane

Conditions
ConditionsYield
With 1,1,1,3,3,3-hexamethyl-disilazane In pyridine
pinitol
10284-63-6

pinitol

deruterised chiro inositol

deruterised chiro inositol

Conditions
ConditionsYield
With water-d2; nickel at 90 - 95℃; for 10h;
pinitol
10284-63-6

pinitol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

A

1,2:4,5-di-O-isopropylidene-3-O-methyl-D-chiro-inositol
58706-05-1, 96744-20-6, 127062-83-3

1,2:4,5-di-O-isopropylidene-3-O-methyl-D-chiro-inositol

B

1,2:5,6-bis-O-(1-methylethylidene)-3-O-methyl-D-chiro-inositol
57819-56-4

1,2:5,6-bis-O-(1-methylethylidene)-3-O-methyl-D-chiro-inositol

Conditions
ConditionsYield
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 60℃; for 16h; Yield given. Yields of byproduct given;
...Expand
pinitol
10284-63-6

pinitol

triethoxymethylbenzene
1663-61-2

triethoxymethylbenzene

1D-4-O-methyl-chiro-inositol 1,2:5,6-di(ethyl orthobenzoate)
78077-12-0

1D-4-O-methyl-chiro-inositol 1,2:5,6-di(ethyl orthobenzoate)

Conditions
ConditionsYield
toluene-4-sulfonic acid In N,N-dimethyl-formamide for 8h; Ambient temperature;
pinitol
10284-63-6

pinitol

4-nitrophenyl-β-D-galactopyranoside
3150-24-1

4-nitrophenyl-β-D-galactopyranoside

A

1D-1-O-(β-D-Galactopyranosyl)-4-O-methyl-chiro-inositol

1D-1-O-(β-D-Galactopyranosyl)-4-O-methyl-chiro-inositol

B

1D-1-O-(β-D-galactopyranosyl)-3-O-methyl-chiro-inisitol

1D-1-O-(β-D-galactopyranosyl)-3-O-methyl-chiro-inisitol

Conditions
ConditionsYield
With β-galactosidase from Thermoanaerobacter sp In phosphate buffer at 37℃; for 72h; pH=7.0;A 50 % Chromat.
B 50 % Chromat.
...Expand
pinitol
10284-63-6

pinitol

(1'S,2'S,3'S,4'S,5'R,6'R)-3'-O-methyl-5'-deoxy-5'-(benzotriazole-1-yl)-D-chiro-inositol

(1'S,2'S,3'S,4'S,5'R,6'R)-3'-O-methyl-5'-deoxy-5'-(benzotriazole-1-yl)-D-chiro-inositol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 89 percent / p-TsOH; MgSO4 / acetone / 16 h / 20 °C
2: 99 percent / pyridine / 24 h / 0 - 5 °C
3: 80.68 percent / aq. AcOH / 10 h / 80 °C
4: 73 percent / K2CO3 / methanol / 8 h / 20 °C
5: 68 percent / DBU / dimethylsulfoxide / 48 h / 100 °C
View Scheme
pinitol
10284-63-6

pinitol

(1'S,2'S,3'S,4'S,5'R,6'R)-3'-O-methyl-5'-deoxy-5'-(6-nitroindazole-1-yl)-D-chiro-inositol

(1'S,2'S,3'S,4'S,5'R,6'R)-3'-O-methyl-5'-deoxy-5'-(6-nitroindazole-1-yl)-D-chiro-inositol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 89 percent / p-TsOH; MgSO4 / acetone / 16 h / 20 °C
2: 99 percent / pyridine / 24 h / 0 - 5 °C
3: 80.68 percent / aq. AcOH / 10 h / 80 °C
4: 73 percent / K2CO3 / methanol / 8 h / 20 °C
5: 66 percent / DBU / dimethylsulfoxide / 48 h / 100 °C
View Scheme
pinitol
10284-63-6

pinitol

(1'S,2'S,3'S,4'S,5'R,6'R)-3'-O-methyl-5'-deoxy-5'-(5-nitroindazole-1-yl)-D-chiro-inositol

(1'S,2'S,3'S,4'S,5'R,6'R)-3'-O-methyl-5'-deoxy-5'-(5-nitroindazole-1-yl)-D-chiro-inositol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 89 percent / p-TsOH; MgSO4 / acetone / 16 h / 20 °C
2: 99 percent / pyridine / 24 h / 0 - 5 °C
3: 80.68 percent / aq. AcOH / 10 h / 80 °C
4: 73 percent / K2CO3 / methanol / 8 h / 20 °C
5: DBU / dimethylsulfoxide / 48 h / 100 °C
View Scheme

D-Pinitol Specification

The D-Pinitol, with the CAS registry number 10284-63-6, has the IUPAC name of (1S,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol. For being a kind of white to off-white crystals, its product categories are including Miscellaneous Natural Products.

The physical properties of this chemical are as below: (1)ACD/LogP: -2.12; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1; (4)ACD/LogD (pH 7.4): -1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 9; (8)ACD/KOC (pH 7.4): 9; (9)#H bond acceptors: 6; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 110.38; (13)Index of Refraction: 1.588; (14)Molar Refractivity: 41.691 cm3; (15)Molar Volume: 123.812 cm3; (16)Polarizability: 16.528 ×10-24 cm3; (17)Surface Tension: 83.195 dyne/cm; (18)Density: 1.568 g/cm3; (19)Flash Point: 145.621 °C; (20)Enthalpy of Vaporization: 64.754 kJ/mol; (21)Boiling Point: 317.172 °C at 760 mmHg; (22)Exact Mass: 194.079038; (23)MonoIsotopic Mass: 194.079038; (24)Topological Polar Surface Area: 110; (25)Heavy Atom Count: 13; (26)Complexity: 158.

When you are dealing with this chemical, you should be much more cautious. For one thing, it is corrosive which may destroy living tissue on contact. For another thing, it is highly flammable which may catch fire in contact with air, only needing brief contact with an ignition source, and it has a very low flash point or evolve highly flammable gases in contact with water.

Therefore, you should take different measures to deal with different cases. Wear suitable protective clothing, gloves and eye/face protection and then avoid contacting with skin and eyes. And if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible) and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition, while storing, keep the chemical away from sources of ignition - No smoking.
 
In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: COC1C(C(C(C(C1O)O)O)O)O
(2)Isomeric SMILES: COC1[C@@H]([C@H](C([C@@H]([C@@H]1O)O)O)O)O
(3)InChI: InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2?,3-,4-,-,6+,7?/m0/s1
(4)InChIKey: DSCFFEYYQKSRSV-FEPQRWDDSA-N 

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