6-Azabicyclo[3.1.0]hexane-2,3-diol, 4-(hydroxymethyl)-, (1S,2R,3R,4S,5S)- (9CI)

Base Information

Chemical Name:6-Azabicyclo[3.1.0]hexane-2,3-diol, 4-(hydroxymethyl)-, (1S,2R,3R,4S,5S)- (9CI)
CAS No.:540776-10-1
Molecular Formula:C6H11NO3
Molecular Weight:145.15644
Hs Code.:
Mol file:540776-10-1.mol

Synonyms:6-Azabicyclo[3.1.0]hexane-2,3-diol, 4-(hydroxymethyl)-, (1S,2R,3R,4S,5S)- (9CI)

Suppliers and Price of 6-Azabicyclo[3.1.0]hexane-2,3-diol, 4-(hydroxymethyl)-, (1S,2R,3R,4S,5S)- (9CI)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-Azabicyclo[3.1.0]hexane-2,3-diol, 4-(hydroxymethyl)-, (1S,2R,3R,4S,5S)- (9CI)

Chemical Property:

PSA：82.63000
LogP:-2.00050

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 6-Azabicyclo[3.1.0]hexane-2,3-diol, 4-(hydroxymethyl)-, (1S,2R,3R,4S,5S)- (9CI)

There total 9 articles about 6-Azabicyclo[3.1.0]hexane-2,3-diol, 4-(hydroxymethyl)-, (1S,2R,3R,4S,5S)- (9CI) 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: 83.0%

: 540776-28-1
(1S)-N-benzyl-2-exo,3-endo-2,3-dihydroxy-4-endo-4-hydroxymethyl-6-azabicyclo[3.1.0]hexane

: 540776-10-1,540776-09-8
(1S)-2-exo,3-endo-2,3-dihydroxy-4-endo-4-hydroxymethyl-6-azabicyclo[3.1.0]hexane

Guidance literature:: With hydrogen; 10percent Pd/C; In ethanol; at 20 ℃; for 0.166667h; under 760.051 Torr;
DOI:10.1039/b210038j

Reference yield:

: 176897-12-4
(2S,3S,4aR,5R,7S,8S,8aR)-5-(hydroxymethyl)-2,3,7-trimethoxy-2,3-dimethylhexahydro-2Hpyrano[3,4-b][1,4]dioxin-8-ol4

: 540776-10-1,540776-09-8
(1S)-2-exo,3-endo-2,3-dihydroxy-4-endo-4-hydroxymethyl-6-azabicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 9 steps

1: 8.85 g / pyridine / 24 h / 20 °C

2: 74 percent / NaI; Ac₂O / 1.5 h / Heating

3: aq. TFA / 1.5 h / 20 °C

4: 2.62 g / pyridine / 24 h / 20 °C

5: Zn / aq. ethanol / 1 h / Heating

6: 146 mg / CaCO₃ / toluene / 1.5 h / 50 °C

7: 46 percent / H₂ / Raney nickel / ethyl acetate; ethanol / 18 h / 20 °C / 760.05 Torr

8: 73 percent / NaOMe / methanol / 4 h / 20 °C / pH 10

9: 83 percent / H₂ / 10percent Pd/C / ethanol / 0.17 h / 20 °C / 760.05 Torr

With pyridine; hydrogen; sodium methylate; acetic anhydride; trifluoroacetic acid; calcium carbonate; sodium iodide; zinc; nickel; In methanol; ethanol; ethyl acetate; toluene;
DOI:10.1039/b210038j

Reference yield:

: 617-04-9
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

: 540776-10-1,540776-09-8
(1S)-2-exo,3-endo-2,3-dihydroxy-4-endo-4-hydroxymethyl-6-azabicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 10 steps

1: (+/-)-camphorsulfonic acid / methanol / 16 h / Heating

2: 8.85 g / pyridine / 24 h / 20 °C

3: 74 percent / NaI; Ac₂O / 1.5 h / Heating

4: aq. TFA / 1.5 h / 20 °C

5: 2.62 g / pyridine / 24 h / 20 °C

6: Zn / aq. ethanol / 1 h / Heating

7: 146 mg / CaCO₃ / toluene / 1.5 h / 50 °C

8: 46 percent / H₂ / Raney nickel / ethyl acetate; ethanol / 18 h / 20 °C / 760.05 Torr

9: 73 percent / NaOMe / methanol / 4 h / 20 °C / pH 10

10: 83 percent / H₂ / 10percent Pd/C / ethanol / 0.17 h / 20 °C / 760.05 Torr

With pyridine; camphor-10-sulfonic acid; hydrogen; sodium methylate; acetic anhydride; trifluoroacetic acid; calcium carbonate; sodium iodide; zinc; nickel; In methanol; ethanol; ethyl acetate; toluene;
DOI:10.1039/b210038j