Imidazole-1-carbothioic acid O-((Z)-(1R,2R,3R,4S)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-6-methoxy-hex-5-enyl) ester

Base Information

• Chemical Name: Imidazole-1-carbothioic acid O-((Z)-(1R,2R,3R,4S)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-6-methoxy-hex-5-enyl) ester
• CAS No.: 119111-05-6
• Molecular Formula: C₄₀H₄₂N₂O₆S
• Molecular Weight: 678.849
• Mol file: 119111-05-6.mol

Synonyms:

Chemical Property of Imidazole-1-carbothioic acid O-((Z)-(1R,2R,3R,4S)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-6-methoxy-hex-5-enyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Imidazole-1-carbothioic acid O-((Z)-(1R,2R,3R,4S)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-6-methoxy-hex-5-enyl) ester

There total 2 articles about Imidazole-1-carbothioic acid O-((Z)-(1R,2R,3R,4S)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-6-methoxy-hex-5-enyl) 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:

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) → Imidazole-1-carbothioic acid O-((Z)-(1R,2R,3R,4S)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-6-methoxy-hex-5-enyl) ester (119111-05-6,119111-06-7)

Guidance literature:

Multi-step reaction with 2 steps

2: 1,2-dichloro-ethane

In 1,2-dichloro-ethane;

DOI:10.1021/ja00236a064

Reference yield:

(E)-(2R,3R,4R,5S)-1,3,4,5-Tetrakis-benzyloxy-7-methoxy-hept-6-en-2-ol (119111-03-4,119111-04-5) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → Imidazole-1-carbothioic acid O-((Z)-(1R,2R,3R,4S)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-6-methoxy-hex-5-enyl) ester (119111-05-6,119111-06-7)

Guidance literature:

In dichloromethane; for 2h; Heating;

DOI:10.1021/ja00187a031

Reference yield:

Imidazole-1-carbothioic acid O-((Z)-(1R,2R,3R,4S)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-6-methoxy-hex-5-enyl) ester (119111-05-6,119111-06-7) → C36H40O5 (106139-86-0) + <1S-(1α,2β,3α,4β,5α)>-1-(Methoxymethyl)-2,3,4-tris(phenylmethoxy)-5-<(phenylmethoxy)methyl>cyclopentane (106190-58-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Yield given. Yields of byproduct given; Heating;

DOI:10.1021/ja00236a064

upstream raw materials:

(E)-(2R,3R,4R,5S)-1,3,4,5-Tetrakis-benzyloxy-7-methoxy-hept-6-en-2-ol

1,1'-Thiocarbonyldiimidazole

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

Downstream raw materials:

C₃₆H₄₀O₅

<1S-(1α,2β,3α,4β,5α)>-1-(Methoxymethyl)-2,3,4-tris(phenylmethoxy)-5-<(phenylmethoxy)methyl>cyclopentane

C₃₆H₄₀O₅