Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester
• CAS No.: 142998-06-9
• Molecular Formula: C₆₃H₇₂O₁₃S
• Molecular Weight: 1069.32

Synonyms:

Chemical Property of Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester

There total 16 articles about Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-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: 71.0%

2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate (159495-27-9) + (2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-ol (142998-05-8) → Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester (142998-06-9) + Acetic acid (2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.05h;

DOI:10.1248/cpb.42.1365

Reference yield:

S-methyl 2,3-di-O-benzyl-α-L-rhamnopyranoside (142998-03-6) → Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester (142998-06-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / TMSOTf / CH₂Cl₂ / 0.05 h

2: NaOMe; MeOH / 20 °C

3: 71 percent / TMSOTf / CH₂Cl₂

With methanol; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In dichloromethane;

Reference yield:

Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-chloro-2-methyl-tetrahydro-pyran-3-yl ester (138824-94-9) + (2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-ol (142998-05-8) → Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yl ester (142998-06-9)

Guidance literature:

With tetramethylurea; In dichloromethane; at 70 ℃; for 134h;

upstream raw materials:

2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

(2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-ol

Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-chloro-2-methyl-tetrahydro-pyran-3-yl ester

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

Downstream raw materials:

(2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-[(2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-ol

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