Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide

Base Information

• Chemical Name: Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide
• CAS No.: 191863-28-2
• Molecular Formula: C₃₅H₃₇N₃O₅
• Molecular Weight: 579.696
• Mol file: 191863-28-2.mol

Synonyms:Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide

Chemical Property of Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide

There total 3 articles about Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide 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:

formic acid hydrazide (624-84-0) + 2,3,4,6-tetra-O-benzyl-D-glucono-δ-thiolactam (153996-70-4) → Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide (191863-28-2)

Guidance literature:

With mercury(II) diacetate; In tetrahydrofuran; at 5 ℃; for 0.666667h; Yield given;

DOI:10.1002/hlca.19970800329

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) → Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide (191863-28-2)

Guidance literature:

Multi-step reaction with 3 steps

2: 99 percent / Lawesson's reagent / toluene / 28 h / 25 °C

3: Hg(OAc)2 / tetrahydrofuran / 0.67 h / 5 °C

With Lawessons reagent; mercury(II) diacetate; In tetrahydrofuran; toluene;

DOI:10.1002/hlca.19970800329

Reference yield:

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)piperidin-2-one (77174-08-4) → Formic acid [(3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-(2Z)-ylidene]-hydrazide (191863-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / Lawesson's reagent / toluene / 28 h / 25 °C

2: Hg(OAc)2 / tetrahydrofuran / 0.67 h / 5 °C

With Lawessons reagent; mercury(II) diacetate; In tetrahydrofuran; toluene;

DOI:10.1002/hlca.19970800329

upstream raw materials:

formic acid hydrazide

2,3,4,6-tetra-O-benzyl-D-glucono-δ-thiolactam

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)piperidin-2-one

Downstream raw materials:

(5R,6R,7S,8S)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine