(2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-one

Base Information

• Chemical Name: (2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-one
• CAS No.: 854931-18-3
• Molecular Formula: C₃₁H₄₂O₇
• Molecular Weight: 526.67
• Mol file: 854931-18-3.mol

Synonyms:(2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-one

Chemical Property of (2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-one

There total 13 articles about (2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-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:

(2R,3R)-2-((benzyloxy)methoxy)hex-5-en-3-ol → (2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-one (854931-18-3)

Guidance literature:

Multi-step reaction with 11 steps

1: KH / tetrahydrofuran

2: O₃; NaHCO₃ / CH₂Cl₂; methanol / -78 °C

3: MgBr₂*Et₂O

4: 97 percent / imidazole / dimethylformamide

5: 92 percent / Rh(acac)2(CO)2; triarylphosphite-based ligand; H₂

6: 92 percent / indium / dimethylformamide

7: 94 percent / PCC; molecular sieves 4 Angstroem; NaOAc / CH₂Cl₂

8: 87 percent / pyridine*HF

9: 90 percent / camphorsulfonic acid / benzene / Heating

10: magnesium monoperoxyphthalate hexahydrate

11: tetrapropylammonium perruthenate; N-methylmorpholine N-oxide

With 1H-imidazole; indium; tetrapropylammonium perruthennate; Rh(acac)2(CO)2; 4 A molecular sieve; triarylphosphite-based ligand; camphor-10-sulfonic acid; hydrogen; sodium acetate; potassium hydride; sodium hydrogencarbonate; pyridine hydrogenfluoride; magnesium monoperoxyphthalate hexahydrate; ozone; 4-methylmorpholine N-oxide; pyridinium chlorochromate; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ol050511w

Reference yield:

1-[(R)-1-((R)-1-Benzyloxymethoxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene → (2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-one (854931-18-3)

Guidance literature:

Multi-step reaction with 10 steps

1: O₃; NaHCO₃ / CH₂Cl₂; methanol / -78 °C

2: MgBr₂*Et₂O

3: 97 percent / imidazole / dimethylformamide

4: 92 percent / Rh(acac)2(CO)2; triarylphosphite-based ligand; H₂

5: 92 percent / indium / dimethylformamide

6: 94 percent / PCC; molecular sieves 4 Angstroem; NaOAc / CH₂Cl₂

7: 87 percent / pyridine*HF

8: 90 percent / camphorsulfonic acid / benzene / Heating

9: magnesium monoperoxyphthalate hexahydrate

10: tetrapropylammonium perruthenate; N-methylmorpholine N-oxide

With 1H-imidazole; indium; tetrapropylammonium perruthennate; Rh(acac)2(CO)2; 4 A molecular sieve; triarylphosphite-based ligand; camphor-10-sulfonic acid; hydrogen; sodium acetate; sodium hydrogencarbonate; pyridine hydrogenfluoride; magnesium monoperoxyphthalate hexahydrate; ozone; 4-methylmorpholine N-oxide; pyridinium chlorochromate; magnesium bromide; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ol050511w

Reference yield:

(4S,6R,7R)-7-Benzyloxymethoxy-6-(4-methoxy-benzyloxy)-oct-1-en-4-ol → (2S,6S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-2-(1,1-dimethyl-allyl)-2-methoxy-dihydro-pyran-3-one (854931-18-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 97 percent / imidazole / dimethylformamide

2: 92 percent / Rh(acac)2(CO)2; triarylphosphite-based ligand; H₂

3: 92 percent / indium / dimethylformamide

4: 94 percent / PCC; molecular sieves 4 Angstroem; NaOAc / CH₂Cl₂

5: 87 percent / pyridine*HF

6: 90 percent / camphorsulfonic acid / benzene / Heating

7: magnesium monoperoxyphthalate hexahydrate

8: tetrapropylammonium perruthenate; N-methylmorpholine N-oxide

With 1H-imidazole; indium; tetrapropylammonium perruthennate; Rh(acac)2(CO)2; 4 A molecular sieve; triarylphosphite-based ligand; camphor-10-sulfonic acid; hydrogen; sodium acetate; pyridine hydrogenfluoride; magnesium monoperoxyphthalate hexahydrate; 4-methylmorpholine N-oxide; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ol050511w

upstream raw materials:

(S)-2-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-6-(1,1-dimethyl-allyl)-3,4-dihydro-2H-pyran

{1-[3-benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-but-3-enyloxy}-tert-butyl-dimethyl-silane

(5S,7R,8R)-8-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-nonanal

(8S,10R,11R)-11-Benzyloxymethoxy-8-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-3,3-dimethyl-dodec-1-en-4-ol