Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester
• CAS No.: 177421-14-6
• Molecular Formula: C₅₃H₅₃Cl₂NO₁₄
• Molecular Weight: 998.908

Synonyms:Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester

Chemical Property of Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester

There total 3 articles about Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-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: 97.0%

methyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside (55697-53-5) + Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (177421-13-5) → Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester (177421-14-6)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; 1.) r.t., 1 h, 2.) -45 deg C, 1 h;

DOI:10.1080/07328309608005652

Reference yield:

phenyl 3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (79528-53-3) → Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester (177421-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88.3 percent / 2,6-lutidine / CH₂Cl₂ / Ambient temperature

2: 97 percent / NIS, molecular sieves 4 Angstroem, triflic acid / CH₂Cl₂ / 1.) r.t., 1 h, 2.) -45 deg C, 1 h

With 2,6-dimethylpyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane;

DOI:10.1080/07328309608005652

Reference yield:

methyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranoside (93253-14-6) → Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester (177421-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / PdCl₂ / methanol / Ambient temperature

2: 97 percent / NIS, molecular sieves 4 Angstroem, triflic acid / CH₂Cl₂ / 1.) r.t., 1 h, 2.) -45 deg C, 1 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; palladium dichloride; In methanol; dichloromethane;

DOI:10.1080/07328309608005652

upstream raw materials:

methyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside

Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

phenyl 3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

methyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Downstream raw materials:

Methyl O-{2,4,6-tri-O-acetyl-3-O-[(S)-1-(methoxycarbonyl)ethyl]-β-D-galactopyranosyl}-(1->4)-O-(3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester

Methyl O-{2,4,6-tri-O-acetyl-3-O-[(S)-1-(methoxycarbonyl)ethyl]-β-D-galactopyranosyl}-(1->4)-O-(3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

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 177421-14-6 Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send