N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide

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Chemical Name:N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide
CAS No.:389807-47-0
Molecular Formula:C₄₆H₅₁NO₉Si
Molecular Weight:789.998
Hs Code.:

N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide

Synonyms:N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide

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Chemical Property of N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide

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Technology Process of N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide

There total 14 articles about N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide 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: 98.0%

: 389807-34-5
(1'S,3S,4S,5R)-3-benzamido-3-(4-methoxybenzyloxy)-4-acetoxy-5-[2'-(t-butyldiphenylsilyloxy)-1'-(4-methoxybenzyloxy)ethyl]oxolan-2-one

: 389807-47-0
N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: With potassium carbonate; In methanol; diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1021/ja0118338

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 389807-47-0
N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / imidazole

2.1: 67 percent / PCC; Cellite / CH₂Cl₂

3.1: 99 percent / FeCl₃ / CH₂Cl₂ / 0 °C / 0.5 Torr

4.1: NaH / tetrahydrofuran / 25 °C / Irradiation

4.2: (η³-C3H5PdCl)2; (R,R)-1,2-(o-PPh2-C6H4-CO-NH)2-cyclohexane / tetrahydrofuran / 25 °C

4.3: 68 percent / tetrahydrofuran / 3 h / 0 °C

5.1: 96 percent / (+)-camphorsulfonic acid / diethyl ether / 72 h / 25 °C

6.1: 94 percent / aq. OsO₄; NMO / CH₂Cl₂ / 12 h / 25 °C

7.1: 78 percent / peracetic acid; sodium bromide; sodium acetate / acetic acid / 2.5 h / 25 - 60 °C

8.1: 96 percent / (+)-camphorsulfonic acid / CH₂Cl₂ / 18 h / 25 °C

9.1: 98 percent / K₂CO₃ / methanol; diethyl ether / 0.5 h / 0 °C

With 1H-imidazole; peracetic acid; osmium(VIII) oxide; N-methyl-2-indolinone; sodium acetate; silica gel; iron(III) chloride; sodium hydride; potassium carbonate; (+)-10-camphorsulfonic acid; pyridinium chlorochromate; sodium bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; 7.1: modified Fleming oxidation;
DOI:10.1021/ja0118338

Reference yield:

: 101649-82-5
N-benzoyl-2-bromoglycine methyl ester

: 389807-47-0
N-[(3S,4S,5S)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-hydroxy-3-(4-methoxy-benzyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 61 percent / tetrahydrofuran / 3 h / -78 - 0 °C

2.1: 94 percent / LiOH / tetrahydrofuran; H₂O / 8 h / 25 °C

3.1: 97 percent / DCC / tetrahydrofuran / 12 h / 25 °C

4.1: NaH / tetrahydrofuran / 25 °C / Irradiation

4.2: (η³-C3H5PdCl)2; (R,R)-1,2-(o-PPh2-C6H4-CO-NH)2-cyclohexane / tetrahydrofuran / 25 °C

4.3: 68 percent / tetrahydrofuran / 3 h / 0 °C

5.1: 96 percent / (+)-camphorsulfonic acid / diethyl ether / 72 h / 25 °C

6.1: 94 percent / aq. OsO₄; NMO / CH₂Cl₂ / 12 h / 25 °C

7.1: 78 percent / peracetic acid; sodium bromide; sodium acetate / acetic acid / 2.5 h / 25 - 60 °C

8.1: 96 percent / (+)-camphorsulfonic acid / CH₂Cl₂ / 18 h / 25 °C

9.1: 98 percent / K₂CO₃ / methanol; diethyl ether / 0.5 h / 0 °C

With peracetic acid; lithium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; sodium acetate; sodium hydride; potassium carbonate; (+)-10-camphorsulfonic acid; dicyclohexyl-carbodiimide; sodium bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; 7.1: modified Fleming oxidation;
DOI:10.1021/ja0118338