2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester

Base Information

• Chemical Name: 2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester
• CAS No.: 202406-61-9
• Molecular Formula: C₂₁H₃₂O₆
• Molecular Weight: 380.481

Synonyms:2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester

Chemical Property of 2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester

There total 9 articles about 2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl 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: 89.0%

4-[(4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-3-oxo-butyric acid methyl ester (202406-60-8) + trimethyl orthoformate (149-73-5) → 2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester (202406-61-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; at 50 ℃;

DOI:10.1246/cl.1998.85

Reference yield:

(S)-2-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxirane (111080-21-8) → 2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester (202406-61-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 92 percent / n-BuLi / tetrahydrofuran; hexane / -78 - -30 °C

2.1: (CF₃CO₂)2IPh / methanol / 0.75 h / 0 °C

2.2: 77 percent / aq. AcOH / tetrahydrofuran / 0.25 h / 20 °C

3.1: 86 percent / Me₄NBH(OAc)3; AcOH / acetonitrile / -40 - -30 °C

4.1: 97 percent / (+/-)-camphorsulfonic acid / acetone / 19 h / 20 °C

5.1: OsO₄; N-methylmorpholine-N-oxide; H₂O / 2-methyl-propan-2-ol; acetone / 2 h / 20 °C

6.1: 1.53 g / aq. NaIO₄; N-methylmorpholine-N-oxide / 2-methyl-propan-2-ol; acetone / 0.5 h / 20 °C

7.1: 88 percent / Et₂Zn; RhCl(PPh₃)3 / tetrahydrofuran; hexane / 0.58 h / 0 °C

8.1: 88 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

9.1: PPTS / methanol / 1 h / 20 °C

With sodium periodate; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; RhCl(PPh₃)3; camphor-10-sulfonic acid; water; diethylzinc; pyridinium p-toluenesulfonate; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; acetonitrile; tert-butyl alcohol; 8.1: Swern oxidation;

DOI:10.1016/j.tet.2006.05.077

Reference yield:

(3R,5S)-1-(benzyloxy)-2,2-dimethyloct-7-ene-3,5-diol (909016-29-1) → 2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester (202406-61-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / (+/-)-camphorsulfonic acid / acetone / 19 h / 20 °C

2: OsO₄; N-methylmorpholine-N-oxide; H₂O / 2-methyl-propan-2-ol; acetone / 2 h / 20 °C

3: 1.53 g / aq. NaIO₄; N-methylmorpholine-N-oxide / 2-methyl-propan-2-ol; acetone / 0.5 h / 20 °C

4: 88 percent / Et₂Zn; RhCl(PPh₃)3 / tetrahydrofuran; hexane / 0.58 h / 0 °C

5: 88 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

6: PPTS / methanol / 1 h / 20 °C

With sodium periodate; osmium(VIII) oxide; oxalyl dichloride; RhCl(PPh₃)3; camphor-10-sulfonic acid; water; diethylzinc; pyridinium p-toluenesulfonate; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; tert-butyl alcohol; 5: Swern oxidation;

DOI:10.1016/j.tet.2006.05.077

upstream raw materials:

4-[(4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2-methyl-3-oxo-butyric acid methyl ester

trimethyl orthoformate

(S)-2-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxirane

(3R,5S)-1-(benzyloxy)-2,2-dimethyloct-7-ene-3,5-diol

Downstream raw materials:

2-[(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-((3E,7E)-(R)-2-hydroxy-1,1,4-trimethyl-6-triethylsilanyloxy-10-trimethylsilanyl-deca-3,7-dien-9-ynyl)-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester

2-[(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-((3E,7E)-(R)-2,6-dihydroxy-1,1,4-trimethyl-9-trityloxy-nona-3,7-dienyl)-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid

2-[(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-((3E,7E)-(R)-2-hydroxy-1,1,4-trimethyl-6-triethylsilanyloxy-9-trityloxy-nona-3,7-dienyl)-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester

2-[(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 202406-61-9 2-[(2S,4R,6R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-4-hydroxy-2-methoxy-tetrahydro-pyran-2-yl]-propionic acid methyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send