Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester
• CAS No.: 460745-32-8
• Molecular Formula: C₅₄H₆₇Cl₄NO₁₅
• Molecular Weight: 1111.94

Synonyms:Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester

Chemical Property of Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester

There total 13 articles about Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl 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: 54.0%

trichloroacetonitrile (545-06-2) + Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-6-hydroxy-3,4-bis-((S)-2-methyl-butyryloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester → Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester (460745-32-8)

Guidance literature:

With caesium carbonate; In dichloromethane;

DOI:10.1002/1521-3773(20020617)41

Reference yield:

3,4,6-tri-O-benzyl-D-glucopyranose (20672-66-6,40246-26-2,84926-76-1,114179-79-2,115184-49-1) → Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester (460745-32-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / DCC; DMAP / CH₂Cl₂

2: 83 percent / H₂NNH₂*AcOH / dimethylformamide

3: 87 percent / Cs₂CO₃ / CH₂Cl₂

4: 86 percent / BF₃*Et₂O / CH₂Cl₂ / -20 °C

5: 54 percent / Cs₂CO₃ / CH₂Cl₂

With dmap; boron trifluoride diethyl etherate; hydrazinium monoacetate; caesium carbonate; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/1521-3773(20020617)41

Reference yield:

3,4,6-tri-O-benzyl-D-glucal (55628-54-1) → Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester (460745-32-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 94 percent / OsO₄; 4-methylmorpholine N-oxide; H₂O / acetone

2: 99 percent / DCC; DMAP / CH₂Cl₂

3: 83 percent / H₂NNH₂*AcOH / dimethylformamide

4: 87 percent / Cs₂CO₃ / CH₂Cl₂

5: 86 percent / BF₃*Et₂O / CH₂Cl₂ / -20 °C

6: 54 percent / Cs₂CO₃ / CH₂Cl₂

With dmap; osmium(VIII) oxide; boron trifluoride diethyl etherate; water; hydrazinium monoacetate; caesium carbonate; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1002/1521-3773(20020617)41

upstream raw materials:

trichloroacetonitrile

3,4,6-tri-O-benzyl-D-glucal

3,4,6-tri-O-benzyl-D-glucopyranose

6-O-tert-butyldimethylsilyl-D-glucal

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 460745-32-8 Hept-6-enoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R)-5-(2-chloro-acetoxy)-3,4-bis-((S)-2-methyl-butyryloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-3-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send