(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

Base Information

Chemical Name:(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester
CAS No.:291311-50-7
Molecular Formula:C₃₉H₃₆F₅NO₁₄
Molecular Weight:837.705
Hs Code.:

(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

Synonyms:(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

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Chemical Property of (S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

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Technology Process of (S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

There total 4 articles about (S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl 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: 71.0%

: 291311-49-4
N^α-(fluoren-9-ylmethoxycarbonyl)-N^α-methyl-L-serine pentafluorophenyl ester

: 4163-60-4
β-D-galactose peracetate

: 291311-50-7
(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(00)00611-0

Reference yield:

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 291311-50-7
(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / DIC / ethyl acetate / 0 - 20 °C

2: 71 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

With boron trifluoride diethyl etherate; dacarbazine; In dichloromethane; ethyl acetate; 1: Esterification / 2: Condensation;
DOI:10.1016/S0040-4039(00)00611-0

Reference yield:

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 291311-50-7
(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / Et₃N / acetonitrile; H₂O / 20 °C

2: 89 percent / DIC / ethyl acetate / 0 - 20 °C

3: 71 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

With boron trifluoride diethyl etherate; dacarbazine; triethylamine; In dichloromethane; water; ethyl acetate; acetonitrile; 1: Acylation / 2: Esterification / 3: Condensation;
DOI:10.1016/S0040-4039(00)00611-0