Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester
• CAS No.: 138624-52-9
• Molecular Formula: C₃₈H₄₈O₁₅S
• Molecular Weight: 776.856
• Mol file: 138624-52-9.mol

Synonyms:Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester

There total 5 articles about Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl 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: 82.0%

3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl-1-deoxy-1-thiocyanate (127066-72-2) + Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-5-benzyloxy-6-ethylsulfanyl-2-trityloxymethyl-tetrahydro-pyran-3-yl ester (138624-51-8) → Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester (138624-52-9)

Guidance literature:

With triphenylmethyl perchlorate; In dichloromethane; for 4h;

Reference yield:

3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-glucopyranosyl bromide (29741-69-3) → Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester (138624-52-9)

Guidance literature:

Multi-step reaction with 4 steps

1: MeONa / methanol / 1 h / 20 °C

2: pyridine / 1. ) reflux, 2. ) 20 deg, 16 h

3: 85 percent / pyridine / 3 h / 20 °C

4: 82 percent / triphenylmethylium perchlorate / CH₂Cl₂ / 4 h

With pyridine; sodium methylate; triphenylmethyl perchlorate; In methanol; dichloromethane;

Reference yield:

ethyl 2-O-benzyl-1-thio-β-D-glucopyranoside (173987-57-0) → Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester (138624-52-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 1. ) reflux, 2. ) 20 deg, 16 h

2: 85 percent / pyridine / 3 h / 20 °C

3: 82 percent / triphenylmethylium perchlorate / CH₂Cl₂ / 4 h

With pyridine; triphenylmethyl perchlorate; In dichloromethane;

upstream raw materials:

3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl-1-deoxy-1-thiocyanate

Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-5-benzyloxy-6-ethylsulfanyl-2-trityloxymethyl-tetrahydro-pyran-3-yl ester

3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-glucopyranosyl bromide

ethyl 2-O-benzyl-1-thio-β-D-glucopyranoside

Downstream raw materials:

Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester

Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-thiocyanato-tetrahydro-pyran-2-ylmethoxy)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester