N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Base Information

• Chemical Name: N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
• CAS No.: 1054733-72-0
• Molecular Formula: C₅₄H₆₉FN₄O₁₄
• Molecular Weight: 1017.16
• Mol file: 1054733-72-0.mol

Synonyms:N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Chemical Property of N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

There total 3 articles about N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide 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: 99.0%

C60H75FN4O17 (169392-92-1) → N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (1054733-72-0)

Guidance literature:

With sodium methylate; In methanol;

Reference yield:

1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-D-galactopyranose (155488-15-6,674782-58-2) → N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (1054733-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) hydrazine acetate, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1.) DMF, from 0 deg C up to r.t., 2.) CH₂Cl₂

2: 73 percent / BF₃*OEt₂, molecular sieves 3 Angstroem / CH₂Cl₂

3: 99 percent / NaOMe / methanol

With 3 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;

Reference yield:

Acetic acid (2S,3R,4S,5R)-3,5-diacetoxy-2-fluoromethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yl ester (169392-90-9) → N-[(2R,3R,4R,5S,6R)-2-(6-Azido-hexyloxy)-6-benzyloxymethyl-5-((2R,3R,4S,5R,6S)-6-fluoromethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (1054733-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / BF₃*OEt₂, molecular sieves 3 Angstroem / CH₂Cl₂

2: 99 percent / NaOMe / methanol

With 3 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

upstream raw materials:

C₆₀H₇₅FN₄O₁₇

1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-D-galactopyranose

Acetic acid (2S,3R,4S,5R)-3,5-diacetoxy-2-fluoromethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yl ester

Downstream raw materials:

C₆₅H₈₄FN₅O₂₁

C₆₆H₈₈FN₅O₂₂