dibenzhydryl O^2'-benzoyl-S-7'-acetoxy-7'-deoxygriseolate

Base Information

• Chemical Name: dibenzhydryl O^2'-benzoyl-S-7'-acetoxy-7'-deoxygriseolate
• CAS No.: 98890-08-5
• Molecular Formula: C₄₉H₃₉N₅O₁₀
• Molecular Weight: 857.876
• Mol file: 98890-08-5.mol

Synonyms:

Chemical Property of dibenzhydryl O^2'-benzoyl-S-7'-acetoxy-7'-deoxygriseolate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of dibenzhydryl O^2'-benzoyl-S-7'-acetoxy-7'-deoxygriseolate

There total 2 articles about dibenzhydryl O^2'-benzoyl-S-7'-acetoxy-7'-deoxygriseolate 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:

(5R,6R,6aS)-5-(6-Amino-purin-9-yl)-2-((R)-benzhydryloxycarbonyl-hydroxy-methyl)-6-benzoyloxy-2,5,6,6a-tetrahydro-furo[3,2-b]furan-2-carboxylic acid benzhydryl ester (98871-19-3) → dibenzhydryl O2'-benzoyl-S-7'-acetoxy-7'-deoxygriseolate (98890-08-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.5 percent / 4-(dimethylamino)pyridine, phosphorous pentoxide / CH₂Cl₂ / 2 h / protection from moisture

2: 2.) 1 N hydrochloric acid / 1.) acetic acid, 1 h, 95 deg C, protection from moisture; 2.) 90 percent (v/v) aqueous acetone, pH < 1, r.t., 1 h

With hydrogenchloride; dmap; phosphorus pentaoxide; In dichloromethane;

DOI:10.1248/cpb.35.4442

Reference yield:

sodium acetate (127-09-3) + dibenzhydryl O2'-benzoyl-O7'-trifluoromathanesulfonylgriseolate (98889-87-3) + diazodiphenylmethane (908093-98-1) → dibenzhydryl O2'-benzoyl-S-7'-acetoxy-7'-deoxygriseolate (98890-08-5)

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction; 1.) acetic acid, 1 h, 95 deg C, protection from moisture; 2.) 90 percent (v/v) aqueous acetone, pH < 1, r.t., 1 h;

DOI:10.1248/cpb.35.4442

Reference yield:

dibenzhydryl O2'-benzoyl-S-7'-acetoxy-7'-deoxygriseolate (98890-08-5) → S-7'-hydroxy-7'-deoxygriseolic acid (79030-08-3,99146-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: anisole, trifluoroacetic acid

2: 20 percent (v/v) ammonia / methanol

With ammonia; methoxybenzene; trifluoroacetic acid; In methanol;

DOI:10.1248/cpb.35.4442

upstream raw materials:

sodium acetate

dibenzhydryl O^2'-benzoyl-O^7'-trifluoromathanesulfonylgriseolate

diazodiphenylmethane

(5R,6R,6aS)-5-(6-Amino-purin-9-yl)-2-((R)-benzhydryloxycarbonyl-hydroxy-methyl)-6-benzoyloxy-2,5,6,6a-tetrahydro-furo[3,2-b]furan-2-carboxylic acid benzhydryl ester

Downstream raw materials:

(5R,6R,6aS)-2-((S)-Acetoxy-carboxy-methyl)-5-(6-amino-purin-9-yl)-6-benzoyloxy-2,5,6,6a-tetrahydro-furo[3,2-b]furan-2-carboxylic acid

S-7'-hydroxy-7'-deoxygriseolic acid

Refernces