(R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester

Base Information

Chemical Name:(R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester
CAS No.:211496-22-9
Molecular Formula:C₄₆H₅₁F₃N₂O₁₂
Molecular Weight:880.912
Hs Code.:

(R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester

Synonyms:(R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester

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Chemical Property of (R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester

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Technology Process of (R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester

There total 4 articles about (R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl 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: 85.0%

: 146610-95-9
(2S,3R,4S)-3-acetoxy-2-methyl-4-trifluoracetamido-3,4-dihydro-2H-pyran

: (R)-[4-((2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-phenyl]-tert-butoxycarbonylamino-acetic acid methyl ester

: 211496-22-9
(R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 1.) -45 deg C, 45 min, 2.) -45 deg C to r.t., overnight;
DOI:10.1039/a802053a

Reference yield:

: 130761-80-7
N-(tert-butyloxycarbonyl)-D-4-hydroxyphenylglycine benzyl ester

: 211496-22-9
(R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 47 percent / BnEt₃NBr, aq. KOH / CHCl₃ / 15 h / Heating

2: 83 percent / NaOMe / 16 h / Ambient temperature

3: 85 percent / 4 Angstroem molecular sieves, TMSOTf / 1.) -45 deg C, 45 min, 2.) -45 deg C to r.t., overnight

With potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; benzyltriethylammonium bromide; In chloroform;
DOI:10.1039/a802053a

Reference yield:

: 73864-38-7
2,3,6-tridesoxy-3-(trifluoroacetamido)-L-arabino-hex-1-enitol

: 211496-22-9
(R)-(4-{(2S,3R,4S,5R,6R)-3-[(2S,4S,5R,6S)-5-Acetoxy-6-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-phenyl)-amino-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / pyridine / 16 h / Ambient temperature

2: 85 percent / 4 Angstroem molecular sieves, TMSOTf / 1.) -45 deg C, 45 min, 2.) -45 deg C to r.t., overnight

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve;
DOI:10.1039/a802053a