Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester

Base Information

• Chemical Name: Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester
• CAS No.: 135284-50-3
• Molecular Formula: C₃₄H₃₈N₂O₆S
• Molecular Weight: 602.752
• Mol file: 135284-50-3.mol

Synonyms:Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester

Chemical Property of Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester

There total 3 articles about Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} 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: 97.0%

(2S,3S,5R)-3,4,6-Tris-O-benzyl-1,2-O-isopropylidene-D-sorbitol (135284-42-3) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester (135284-50-3)

Guidance literature:

In tetrahydrofuran; for 21h; Heating;

Reference yield:

(3R,4R)-4-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-tetrahydro-furan-2,3-diol (35958-64-6,81969-62-2,81969-65-5,114180-97-1,114180-98-2) → Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester (135284-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / LiAlH₄ / tetrahydrofuran / 14 h / 50 °C

2: 76 percent / p-TsOH / 1 h / Ambient temperature

3: 97 percent / tetrahydrofuran / 21 h / Heating

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In tetrahydrofuran;

Reference yield:

3,5,6-Tris-O-benzyl-D-sorbitol (135284-41-2) → Imidazole-1-carbothioic acid O-{(1R,2R)-2,3-bis-benzyloxy-1-[(R)-benzyloxy-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-propyl} ester (135284-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / p-TsOH / 1 h / Ambient temperature

2: 97 percent / tetrahydrofuran / 21 h / Heating

With toluene-4-sulfonic acid; In tetrahydrofuran;

upstream raw materials:

(2S,3S,5R)-3,4,6-Tris-O-benzyl-1,2-O-isopropylidene-D-sorbitol

1,1'-Thiocarbonyldiimidazole

(3R,4R)-4-Benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-tetrahydro-furan-2,3-diol

3,5,6-Tris-O-benzyl-D-sorbitol

Downstream raw materials:

(2S,3S,5S)-3,5,6-Tris-O-benzyl-1,2-O-isopropylidene-1,2,3,5,6-hexane-pentol