Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester

Base Information

• Chemical Name: Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester
• CAS No.: 220734-60-1
• Molecular Formula: C₅₃H₅₅Cl₄NO₁₄
• Molecular Weight: 1071.83

Synonyms:Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester

Chemical Property of Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester

There total 11 articles about Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl 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:

Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-hydroxy-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester (220734-57-6) + 3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate (220734-55-4) → Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester (220734-60-1) + Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at -75 ℃; Yield given; Yields of byproduct given;

DOI:10.1016/S0040-4039(98)02579-9

Reference yield:

p-methoxyphenyl α-D-mannopyranoside (28541-75-5,12167-34-9) → Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester (220734-60-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / camphorsulfonic acid

2: dibutyltin oxide

3: pyridine

4: H⁽¹⁺⁾

5: 84 percent / imidazole

6: BF₃*Et₂O / toluene / -75 °C

With 1H-imidazole; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen cation; di(n-butyl)tin oxide; In pyridine; toluene;

DOI:10.1016/S0040-4039(98)02579-9

Reference yield:

benzyl bromide (100-39-0) → Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester (220734-60-1)

Guidance literature:

Multi-step reaction with 5 steps

1: dibutyltin oxide

2: pyridine

3: H⁽¹⁺⁾

4: 84 percent / imidazole

5: BF₃*Et₂O / toluene / -75 °C

With 1H-imidazole; boron trifluoride diethyl etherate; hydrogen cation; di(n-butyl)tin oxide; In pyridine; toluene;

DOI:10.1016/S0040-4039(98)02579-9

upstream raw materials:

Chloro-acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-4-benzyloxy-3-hydroxy-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-ylmethyl ester

3,4,6-tri-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

p-methoxyphenyl α-D-mannopyranoside

benzyl bromide

Downstream raw materials:

Acetic acid (2R,3S,4S,5R,6R)-4-benzyloxy-5-[(2S,3R,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-2-yloxy]-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl ester

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