N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide

Base Information

• Chemical Name: N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide
• CAS No.: 213331-84-1
• Molecular Formula: C₆₂H₆₇NO₁₁S₂
• Molecular Weight: 1066.35
• Mol file: 213331-84-1.mol

Synonyms:N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide

Chemical Property of N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide

There total 2 articles about N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide 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:

2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-1,5-anhydro-2-deoxy-3,6-di-O-benzyl-D-arabino-hex-1-enitol (114117-12-3) → N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide (213331-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / I(sym-collidine)2ClO₄, 4A molecular sieves / CH₂Cl₂ / 0.25 h / 0 °C

2: 1.) LiHMDS / 1.) DMF, -40 deg C, 15 min, 2.) DMF, -40 deg C, 4 h

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; lithium hexamethyldisilazane; In dichloromethane;

DOI:10.1021/ja980724z

Reference yield:

ethanethiol (75-08-1) + N-[(2S,3S,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-3-iodo-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-benzenesulfonamide → N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide (213331-84-1)

Guidance literature:

With lithium hexamethyldisilazane; Yield given. Multistep reaction; 1.) DMF, -40 deg C, 15 min, 2.) DMF, -40 deg C, 4 h;

DOI:10.1021/ja980724z

Reference yield: 8.0%

(2R,3R,4R)-(3,4-bis(benzyloxy)-3,4-dihydro-2H-pyran-2-yl)methanol (130323-37-4) + N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide (213331-84-1) → N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-((2R,3R,4R)-3,4-bis-benzyloxy-3,4-dihydro-2H-pyran-2-ylmethoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide (213331-86-3) + N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-((2R,3R,4R)-3,4-bis-benzyloxy-3,4-dihydro-2H-pyran-2-ylmethoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide

Guidance literature:

With 4 A molecular sieve; Di-tert-butylpyridine; methyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; at 0 ℃;

DOI:10.1021/ja980724z

upstream raw materials:

ethanethiol

2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-1,5-anhydro-2-deoxy-3,6-di-O-benzyl-D-arabino-hex-1-enitol

Downstream raw materials:

N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-((2R,3R,4R)-3,4-bis-benzyloxy-3,4-dihydro-2H-pyran-2-ylmethoxy)-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-benzenesulfonamide

C₆₅H₇₃NO₁₄

C₆₅H₇₃N₅O₁₇

C₆₇H₇₄Cl₃N₅O₁₅