Methanesulfonic acid 1-((2S,5R,6S)-5-acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxycarbonylamino-ethyl ester

Base Information

• Chemical Name: Methanesulfonic acid 1-((2S,5R,6S)-5-acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxycarbonylamino-ethyl ester
• CAS No.: 79952-88-8
• Molecular Formula: C₁₉H₂₈N₂O₈S
• Molecular Weight: 444.506
• Mol file: 79952-88-8.mol

Synonyms:

Chemical Property of Methanesulfonic acid 1-((2S,5R,6S)-5-acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxycarbonylamino-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid 1-((2S,5R,6S)-5-acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxycarbonylamino-ethyl ester

There total 1 articles about Methanesulfonic acid 1-((2S,5R,6S)-5-acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxycarbonylamino-ethyl 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%

methanesulfonyl chloride (124-63-0) + [2-((2S,5R,6S)-5-Acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-hydroxy-ethyl]-carbamic acid benzyl ester (68912-24-3) → Methanesulfonic acid 1-((2S,5R,6S)-5-acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxycarbonylamino-ethyl ester (69070-77-5,79952-88-8)

Guidance literature:

DOI:10.1246/bcsj.54.2825

Reference yield:

Methanesulfonic acid 1-((2S,5R,6S)-5-acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxycarbonylamino-ethyl ester (69070-77-5,79952-88-8) → methyl 2-acetamido-6-(benzyloxycarbonylamino)-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranoside (79940-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium isopropoxide / dioxane / 2 h / Heating

2: dioxane; toluene / 3 h / Heating

3: 90 percent / tributylstannane, α,α'-azobisisobutyronitrile / dioxane / 7 h / 80 °C

With azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium isopropylate; In 1,4-dioxane; toluene;

DOI:10.1246/bcsj.54.2825

Reference yield:

Methanesulfonic acid 1-((2S,5R,6S)-5-acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxycarbonylamino-ethyl ester (69070-77-5,79952-88-8) → methyl 2-acetamido-6-(benzyloxycarbonylamino)-2,3,4,6,7-pentadeoxy-α-D-ribo-heptopyranoside (79940-38-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium isopropoxide / dioxane / 2 h / Heating

2: dioxane; toluene / 3 h / Heating

3: 84 percent / tributylstannane, α,α'-azobisisobutyronitrile / dioxane / 7 h / 80 °C

With azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium isopropylate; In 1,4-dioxane; toluene;

DOI:10.1246/bcsj.54.2825

upstream raw materials:

methanesulfonyl chloride

[2-((2S,5R,6S)-5-Acetylamino-6-methoxy-tetrahydro-pyran-2-yl)-2-hydroxy-ethyl]-carbamic acid benzyl ester

Downstream raw materials:

methyl 2-acetamido-6-(benzyloxycarbonylamino)-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranoside

methyl 2-acetamido-6-(benzyloxycarbonylamino)-2,3,4,6,7-pentadeoxy-α-D-ribo-heptopyranoside

methyl 2-acetamido-6-(benzyloxycarbonylamino)-7-chloro-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranoside

methyl 2-acetamido-6-(benzyloxycarbonylamino)-7-chloro-2,3,4,6,7-pentadeoxy-α-D-ribo-heptopyranoside