(1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol

Base Information

Chemical Name:(1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol
CAS No.:144782-89-8
Molecular Formula:C₇H₁₅NO₅
Molecular Weight:193.2
Hs Code.:

Synonyms:(1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol

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Chemical Property of (1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol

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Technology Process of (1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol

There total 9 articles about (1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol 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:

: (1S,2S,3S,4S,5R,6R)-6-Azido-1-methyl-cyclohexane-1,2,3,4,5-pentaol

: 144782-89-8
(1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol

Guidance literature:: With hydrogen; platinum; In ethanol; for 4h; under 2585.7 Torr;
DOI:10.1016/S0957-4166(00)82095-9

Reference yield:

: 41977-20-2
(2R,3S)-2,3-dihydroxy-1-methylcyclohexa-4,6-diene

: 144782-89-8
(1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) O₂, 2.) thiourea / 1.) CH₂Cl₂, methylene blue, irradiation, 2.) MeOH, 18 h

2: 92 percent / TsOH / acetone

3: 73 percent / tetrapropylammonium perruthenate (TPAP), N-methylmorpholine N-oxide, 4A molecular sives / CH₂Cl₂

4: 57 percent / CeCl₃, NaBH₄ / methanol

5: 70 percent / m-CPBA / CH₂Cl₂ / 96 h

6: 30 percent / NaN₃ / dimethylformamide; H₂O / 14 h / Heating

7: AcOH / H₂O / 1 h / 80 °C

8: H₂ / Pt / ethanol / 4 h / 2585.7 Torr

With sodium tetrahydroborate; sodium azide; cerium(III) chloride; tetrapropylammonium perruthennate; 4A molecular sives; hydrogen; oxygen; toluene-4-sulfonic acid; acetic acid; 4-methylmorpholine N-oxide; thiourea; 3-chloro-benzenecarboperoxoic acid; platinum; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0957-4166(00)82095-9

Reference yield:

: 125164-90-1,125227-25-0
(1S,2S,3S,4R)-1-Methyl-cyclohex-5-ene-1,2,3,4-tetraol

: 144782-89-8
(1S,2S,3S,4S,5R,6R)-6-Amino-1-methyl-cyclohexane-1,2,3,4,5-pentaol

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / TsOH / acetone

2: 73 percent / tetrapropylammonium perruthenate (TPAP), N-methylmorpholine N-oxide, 4A molecular sives / CH₂Cl₂

3: 57 percent / CeCl₃, NaBH₄ / methanol

4: 70 percent / m-CPBA / CH₂Cl₂ / 96 h

5: 30 percent / NaN₃ / dimethylformamide; H₂O / 14 h / Heating

6: AcOH / H₂O / 1 h / 80 °C

7: H₂ / Pt / ethanol / 4 h / 2585.7 Torr

With sodium tetrahydroborate; sodium azide; cerium(III) chloride; tetrapropylammonium perruthennate; 4A molecular sives; hydrogen; toluene-4-sulfonic acid; acetic acid; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; platinum; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0957-4166(00)82095-9