methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate

Base Information

Chemical Name:methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate
CAS No.:228245-43-0
Molecular Formula:C₂₃H₂₇NO₁₂
Molecular Weight:509.467
Hs Code.:

Synonyms:methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate

Suppliers and Price of methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate

There total 23 articles about methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate 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: 82.0%

: 108-24-7
acetic anhydride

: 228245-42-9
methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetrahydroxycyclohexyl]carbamate

: 228245-43-0
methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate

Guidance literature:: With pyridine;
DOI:10.1016/S0040-4039(99)00434-7

Reference yield:

: 228245-40-7
methyl N-[(1S,4S,5S,6R)-2-(1,3-benzodioxol-5-yl)-5,6-dihydroxycyclohex-3-en-1-yl]carbamate

: 228245-43-0
methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / V(acac)2; tBuOOH / benzene / 5 h / 70 °C

2: 80 percent / NaOBz; H₂O / 192 h / 100 °C

3: 82 percent / pyridine / 16 h / 20 °C

With pyridine; tert.-butylhydroperoxide; vanadium(IV) bis(2,4-pentanedionate); water; sodium phenyl-methanolate; In benzene;
DOI:10.1021/jo020129m

Reference yield:

: 108-36-1
1,3-dibromobenzene

: 228245-43-0
methyl N-[(1S,2S,3S,4R,5R,6R)-2-(1,3-benzodioxol-5-yl)-3,4,5,6-tetraacetoxycyclohexyl]carbamate

Guidance literature:: Multi-step reaction with 11 steps

1.1: Escherichia coli JM₁₀₉ (pDTG₆₀₁A)

2.1: p-toluenesulfonic acid

3.1: 1.3 g / NaIO₄ / methanol; various solvent(s) / 16 h / 20 °C

4.1: Pd(PPh₃)4; aq. Na₂CO₃ / benzene; ethanol / 8 h / Heating

4.2: 31 percent / Mo(CO)6 / benzene; ethanol / 12 h

5.1: cerium chloride / methanol / 0.08 h

5.2: 50 percent / NaBH₄ / methanol / 0.5 h / 0 °C

6.1: 52 percent / tributylphosphine; DEAD / tetrahydrofuran / 2 h / 25 °C

7.1: Dowex 50 x 8-100 ion-exchange resin / methanol / 12 h / 20 °C

8.1: 95 percent / Dowex-50W / methanol / 20 h / 20 °C

9.1: 67 percent / V(acac)2; tBuOOH / benzene / 5 h / 70 °C

10.1: 80 percent / NaOBz; H₂O / 192 h / 100 °C

11.1: 82 percent / pyridine / 16 h / 20 °C

With pyridine; tert.-butylhydroperoxide; sodium periodate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride; vanadium(IV) bis(2,4-pentanedionate); tributylphosphine; Dowex 50 x 8-100 ion-exchange resin; Dowex-50W; Escherichia coli JM₁₀₉ (pDTG₆₀₁A); water; sodium carbonate; toluene-4-sulfonic acid; sodium phenyl-methanolate; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; benzene;
DOI:10.1021/jo020129m