Methanesulfonic acid (1R,2S)-1-(4-methoxy-benzyloxymethyl)-4-[(2S,5S,6R)-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-methyl-tetrahydro-pyran-2-yl]-2-methyl-butyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1R,2S)-1-(4-methoxy-benzyloxymethyl)-4-[(2S,5S,6R)-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-methyl-tetrahydro-pyran-2-yl]-2-methyl-butyl ester
• CAS No.: 585526-34-7
• Molecular Formula: C₃₁H₄₆O₉S
• Molecular Weight: 594.767

Synonyms:

Chemical Property of Methanesulfonic acid (1R,2S)-1-(4-methoxy-benzyloxymethyl)-4-[(2S,5S,6R)-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-methyl-tetrahydro-pyran-2-yl]-2-methyl-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (1R,2S)-1-(4-methoxy-benzyloxymethyl)-4-[(2S,5S,6R)-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-methyl-tetrahydro-pyran-2-yl]-2-methyl-butyl ester

There total 15 articles about Methanesulfonic acid (1R,2S)-1-(4-methoxy-benzyloxymethyl)-4-[(2S,5S,6R)-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-methyl-tetrahydro-pyran-2-yl]-2-methyl-butyl ester 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:

(E)-(4S,5R)-5-Hydroxy-6-(4-methoxy-benzyloxy)-4-methyl-hex-2-enoic acid methyl ester (585526-25-6) → Methanesulfonic acid (1R,2S)-1-(4-methoxy-benzyloxymethyl)-4-[(2S,5S,6R)-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-methyl-tetrahydro-pyran-2-yl]-2-methyl-butyl ester (585526-34-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

2.1: OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 20 °C

2.2: Pb(OAc)4 / toluene / 20 °C

3.1: PPh₃; Et₃N / CH₂Cl₂ / 0 - 20 °C

3.2: n-BuLi / tetrahydrofuran / -78 - 20 °C

4.1: 91 percent / LHMDS / tetrahydrofuran / -78 - 20 °C

5.1: 99 percent / H₂ / Pd/C / ethyl acetate / 20 °C

6.1: 95 percent / PPTS / 20 °C

7.1: TBAF / dimethylformamide / 20 °C

8.1: pyridine / 0 - 20 °C

With pyridine; 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

DOI:10.1016/S0040-4039(03)01184-5

Reference yield:

[3-(4-methoxybenzyloxymethyl)-2-methyloxiranyl]methanol (167687-20-9) → Methanesulfonic acid (1R,2S)-1-(4-methoxy-benzyloxymethyl)-4-[(2S,5S,6R)-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-methyl-tetrahydro-pyran-2-yl]-2-methyl-butyl ester (585526-34-7)

Guidance literature:

Multi-step reaction with 11 steps

1.1: (COCl)2; DMSO / CH₂Cl₂ / -78 °C

2.1: benzene / 20 °C

3.1: 96 percent / Pd₂(dba)3*CHCl₃; n-Bu₃P; HCO₂H / triethylamine; dioxane

4.1: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

5.1: OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 20 °C

5.2: Pb(OAc)4 / toluene / 20 °C

6.1: PPh₃; Et₃N / CH₂Cl₂ / 0 - 20 °C

6.2: n-BuLi / tetrahydrofuran / -78 - 20 °C

7.1: 91 percent / LHMDS / tetrahydrofuran / -78 - 20 °C

8.1: 99 percent / H₂ / Pd/C / ethyl acetate / 20 °C

9.1: 95 percent / PPTS / 20 °C

10.1: TBAF / dimethylformamide / 20 °C

11.1: pyridine / 0 - 20 °C

With pyridine; 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; osmium(VIII) oxide; formic acid; N-methyl-2-indolinone; oxalyl dichloride; tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; triethylamine; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene; 2.1: Wittig reaction;

DOI:10.1016/S0040-4039(03)01184-5

Reference yield:

(2R,3S)-3-(4-Methoxy-benzyloxymethyl)-2-methyl-oxirane-2-carbaldehyde (585526-26-7) → Methanesulfonic acid (1R,2S)-1-(4-methoxy-benzyloxymethyl)-4-[(2S,5S,6R)-2-methoxy-6-(4-methoxy-benzyloxymethyl)-5-methyl-tetrahydro-pyran-2-yl]-2-methyl-butyl ester (585526-34-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: benzene / 20 °C

2.1: 96 percent / Pd₂(dba)3*CHCl₃; n-Bu₃P; HCO₂H / triethylamine; dioxane

3.1: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

4.1: OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 20 °C

4.2: Pb(OAc)4 / toluene / 20 °C

5.1: PPh₃; Et₃N / CH₂Cl₂ / 0 - 20 °C

5.2: n-BuLi / tetrahydrofuran / -78 - 20 °C

6.1: 91 percent / LHMDS / tetrahydrofuran / -78 - 20 °C

7.1: 99 percent / H₂ / Pd/C / ethyl acetate / 20 °C

8.1: 95 percent / PPTS / 20 °C

9.1: TBAF / dimethylformamide / 20 °C

10.1: pyridine / 0 - 20 °C

With pyridine; 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; osmium(VIII) oxide; formic acid; N-methyl-2-indolinone; tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; triethylamine; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene; 1.1: Wittig reaction;

DOI:10.1016/S0040-4039(03)01184-5

upstream raw materials:

methanesulfonyl chloride

3R-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-2R-methyl-butyraldehyde

(2R,3S)-3-(4-Methoxy-benzyloxymethyl)-2-methyl-oxirane-2-carbaldehyde

(2E)-4-[(4-methoxyphenyl)methoxy]-2-methylbut-2-en-1-ol

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