(S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl ester

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Chemical Name:(S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl ester
CAS No.:100929-06-4
Molecular Formula:C₂₄H₃₂N₂O₁₁
Molecular Weight:524.525
Hs Code.:

Synonyms:(S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl ester

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Chemical Property of (S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl ester

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Technology Process of (S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl ester

There total 7 articles about (S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl 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:

: 118358-66-0,73724-46-6
N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester

: 100929-06-4
(S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) AgClO₄, 4A molecular sieves / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, RT, overnight

2: 88 percent / pyridine / 0 - 20 °C

3: 99 percent / morpholine / 0.05 h / 0 - 20 °C

With morpholine; pyridine; 4 A molecular sieve; silver perchlorate;
DOI:10.1021/ja9825128

Reference yield:

: 213331-74-9
(S)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid benzyl ester

: 100929-06-4
(S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: I₂, MeOH

2: DMAP, TEA / CH₂Cl₂

3: 88 percent / pyridine / 0 - 20 °C

4: 99 percent / morpholine / 0.05 h / 0 - 20 °C

With morpholine; pyridine; methanol; dmap; TEA; iodine; In dichloromethane;
DOI:10.1021/ja9825128

Reference yield:

: 2,2,2-Trichloro-acetimidic acid (3aR,4R,7R,7aR)-7-azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl ester

: 100929-06-4
(S)-2-Amino-3-((2S,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / TMSOTf / tetrahydrofuran / -78 °C

2: I₂, MeOH

3: DMAP, TEA / CH₂Cl₂

4: 88 percent / pyridine / 0 - 20 °C

5: 99 percent / morpholine / 0.05 h / 0 - 20 °C

With morpholine; pyridine; methanol; dmap; trimethylsilyl trifluoromethanesulfonate; TEA; iodine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja9825128