(3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

Base Information

Chemical Name:(3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one
CAS No.:147804-75-9
Molecular Formula:C₂₇H₂₉ClN₂O₈
Molecular Weight:544.989
Hs Code.:

(3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

Synonyms:(3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

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Chemical Property of (3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

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Technology Process of (3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

There total 8 articles about (3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one 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: 96.0%

: 147804-74-8
(3S)-3-<(1'S)-1'-<<(3''-azido-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

: 147804-75-9
(3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1h; Heating;
DOI:10.1002/hlca.19930760116

Reference yield:

: (1RS,2SR,4RS,6RS)-6-endo-chloro-3-oxo-7-oxabicyclo<2.2.1>hept-2-exo-yl 3-chlorobenzoate

: 147804-75-9
(3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 61 percent / NaHCO₃, 3-ClC₆H₄CO₃H / CHCl₃

2: 78 percent / methanol / 0.5 h / -15 °C

3: 1.) benzotriazol-1-ol (BtOH), dicyclohexylcarbodiimide (DCC), 2.) Et₃N / 1.) CH₂Cl₂, DMF, 0 deg C, 20 min, 2.) CH₂Cl₂, DMF, 25 deg C, 30 min

4: 43 percent / NaN₃ / dimethylformamide / 12 h / 110 °C

5: 3-ClC₆H₄CO₃H, BF₃*Et₂O / CH₂Cl₂ / 25 °C

6: 96 percent / Bu₃SnH, 2,2'-azobis(isobutyronitrile) (AIBN) / benzene / 1 h / Heating

With sodium azide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1002/hlca.19930760116

Reference yield:

: 3-chloro-5-O-(3-chlorobenzoyl)-2,3-dideoxy-β-DL-arabino-hexofuranurono-6,1-lactone

: 147804-75-9
(3S)-3-<(1'S)-1'-<<(3''-amino-5''-O-(3-chlorobenzoyl)-2'',3''-dideoxy-α-D-ribo-hexaro-1'',4''-lactone)-6''-oyl>amino>-3'-methylbutyl>-3,4-dihydro-8-hydroxy-1H-2-benzopyran-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / methanol / 0.5 h / -15 °C

2: 1.) benzotriazol-1-ol (BtOH), dicyclohexylcarbodiimide (DCC), 2.) Et₃N / 1.) CH₂Cl₂, DMF, 0 deg C, 20 min, 2.) CH₂Cl₂, DMF, 25 deg C, 30 min

3: 43 percent / NaN₃ / dimethylformamide / 12 h / 110 °C

4: 3-ClC₆H₄CO₃H, BF₃*Et₂O / CH₂Cl₂ / 25 °C

5: 96 percent / Bu₃SnH, 2,2'-azobis(isobutyronitrile) (AIBN) / benzene / 1 h / Heating

With sodium azide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; benzotriazol-1-ol; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1002/hlca.19930760116