(5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Base Information

Chemical Name:(5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one
CAS No.:118190-49-1
Molecular Formula:C₂₇H₃₁NO₁₁
Molecular Weight:545.543
Hs Code.:

(5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Synonyms:

Suppliers and Price of (5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Supply Marketing:

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

Manufacturers and distributors:

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Total 2 raw suppliers

Chemical Property of (5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

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Useful:

Technology Process of (5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

There total 13 articles about (5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 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: 63.0%

: 1-β-<1L-(1,3,4/2,6)-6-azido-1,2,3,-tri-O-benzyl-1,2,3-trihydroxycyclohexyloxy>-4'-O-benzyloxycarbonyl-4'-O-demethyl-1-deoxypodophyllotoxin

: 118190-49-1,118244-81-8
(5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; acetic acid;
DOI:10.1246/cl.1988.1235

Reference yield:

: 85716-45-6
1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon

: 118190-49-1,118244-81-8
(5R,5aR,9S)-9-((1R,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: Multi-step reaction with 7 steps

1: H(+) / CH₂Cl₂

2: sodium borhydride / ethanol

3: 2.) H(+) / 1.) pyridine; 2.) MeOH

4: sodium azide / dimethylformamide

5: 54 percent / Ph₃P, (NCO₂Et)2 / tetrahydrofuran

6: K₂CO₃ / methanol

7: boron trifluoride diethyl etherate; 2.) H₂ / 2.) Pd/C / 1.) CH₂Cl₂; 2.) MeOH, AcOH

With sodium tetrahydroborate; sodium azide; boron trifluoride diethyl etherate; hydrogen; hydrogen cation; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/cl.1988.1235

Reference yield:

: 85716-45-6
1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon

: 118190-49-1,118244-81-8
(5R,5aR,9S)-9-((1S,2R,3S,4R,5S)-5-Amino-2,3,4-trihydroxy-cyclohexyloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: Multi-step reaction with 6 steps

1: H(+) / CH₂Cl₂

2: sodium borhydride / ethanol

3: 2.) H(+) / 1.) pyridine; 2.) MeOH

4: sodium azide / dimethylformamide

5: 66 percent / boron trifluoride diethyl etherate / CH₂Cl₂

6: 63 percent / H₂ / Pd/C / methanol; acetic acid

With sodium tetrahydroborate; sodium azide; boron trifluoride diethyl etherate; hydrogen; hydrogen cation; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1246/cl.1988.1235