(2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Base Information

Chemical Name:(2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester
CAS No.:660403-82-7
Molecular Formula:C₇₃H₉₅NO₁₁S
Molecular Weight:1194.62
Hs Code.:

(2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Synonyms:(2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

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Chemical Property of (2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

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Technology Process of (2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

There total 4 articles about (2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl 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: 46.0%

: 125164-10-5
6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 660403-81-6
(2S,3S)-3-Hydroxy-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

: 660403-82-7
(2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Guidance literature:: 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate; (2S,3S)-3-Hydroxy-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester; In acetonitrile; at 20 ℃; for 0.5h;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -40 ℃; for 2h;
DOI:10.1021/jo035079f

Reference yield:

: 3344-77-2
12-bromododecanol

: 660403-82-7
(2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / Li₂CuCl₄ / tetrahydrofuran; diethyl ether / 0 - 20 °C

2.1: 86 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h

3.1: dicyclohexylboron triflate; triethylamine / CH₂Cl₂; hexane / 2.33 h / -78 °C

3.2: 78 percent / CH₂Cl₂; hexane / 3 h / -78 - 20 °C

4.1: acetonitrile / 0.5 h / 20 °C

4.2: 46 percent / trimethylsilyl trifluoromethanesulfonate / acetonitrile / 2 h / -40 °C

With dilithium tetrachlorocuprate; triethylamine; pyridinium chlorochromate; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo035079f

Reference yield:

: 20194-48-3
14-methylpentadecan-1-ol

: 660403-82-7
(2S,3S)-3-((2R,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-2,16-dimethyl-heptadecanoic acid (1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h

2.1: dicyclohexylboron triflate; triethylamine / CH₂Cl₂; hexane / 2.33 h / -78 °C

2.2: 78 percent / CH₂Cl₂; hexane / 3 h / -78 - 20 °C

3.1: acetonitrile / 0.5 h / 20 °C

3.2: 46 percent / trimethylsilyl trifluoromethanesulfonate / acetonitrile / 2 h / -40 °C

With triethylamine; pyridinium chlorochromate; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo035079f