2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole

Base Information

• Chemical Name: 2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole
• CAS No.: 130781-39-4
• Molecular Formula: C₃₅H₃₅NO₅S₂
• Molecular Weight: 613.799
• Mol file: 130781-39-4.mol

Synonyms:2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole

Chemical Property of 2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole

There total 1 articles about 2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole 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: 91.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole (130781-39-4)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 20 - 30 ℃;

Reference yield: 70.0%

2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole (130781-39-4) → 2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethanesulfonyl)-benzothiazole (215588-36-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1055/s-1998-2173

Reference yield:

2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethylsulfanyl)-benzothiazole (130781-39-4) → (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-methanesulfonylmethyl-6-methoxy-tetrahydro-pyran

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / mCPBA / CH₂Cl₂ / 3 h / Ambient temperature

2: 1.) NaOMe / 1.) MeOH, r.t., 45 min, 2.) r.t., overnight

With sodium methylate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1055/s-1998-2173

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

2-Mercaptobenzothiazole

Downstream raw materials:

2-((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethanesulfonyl)-benzothiazole