N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid

Base Information

• Chemical Name: N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid
• CAS No.: 327602-18-6
• Molecular Formula: C₄₈H₅₃NO₉
• Molecular Weight: 787.95
• Mol file: 327602-18-6.mol

Synonyms:N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid

Chemical Property of N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid

There total 3 articles about N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid 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:

(2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-benzylsulfanyl-tetrahydro-pyran (217456-63-8) → N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid (327602-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NIS; TfOH / CH₂Cl₂; diethyl ether / 0 °C

2: base

With N-iodo-succinimide; trifluorormethanesulfonic acid; In diethyl ether; dichloromethane;

DOI:10.1002/1521-3773(20001215)39:24<4545::AID-ANIE4545>3.0.CO;2-V

Reference yield:

Methyl 4-[(6-hydroxyhexyl)amino]carbonylbenzoate → N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid (327602-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NIS; TfOH / CH₂Cl₂; diethyl ether / 0 °C

2: base

With N-iodo-succinimide; trifluorormethanesulfonic acid; In diethyl ether; dichloromethane;

DOI:10.1002/1521-3773(20001215)39:24<4545::AID-ANIE4545>3.0.CO;2-V

Reference yield:

N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid methyl ester → N-[6-((3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexyl]-terephthalamic acid (327602-18-6)

Guidance literature:

With base;

DOI:10.1002/1521-3773(20001215)39:24<4545::AID-ANIE4545>3.0.CO;2-V

upstream raw materials:

(2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-benzylsulfanyl-tetrahydro-pyran