dibenzyl (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylhexanedioate

Base Information

Chemical Name:dibenzyl (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylhexanedioate
CAS No.:139306-74-4
Molecular Formula:C₃₇H₄₉NO₇Si
Molecular Weight:647.884
Hs Code.:

Synonyms:

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Chemical Property of dibenzyl (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylhexanedioate

Chemical Property:

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Technology Process of dibenzyl (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylhexanedioate

There total 10 articles about dibenzyl (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylhexanedioate 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:

: 137141-19-6
(6R,7S,8R)-8-Isopropenyl-6-methyl-1,4-dioxa-spiro[4.4]nonane-7-carboxylic acid

: 139306-74-4
dibenzyl (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylhexanedioate

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) diphenylphosphoryl azide, Et₃N / 1.) r. t., 2 h, 2.) reflux, 1 h

2: 99 percent / NaIO₄, OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 6 h

3: 1.) L-selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) -78 deg C, THF, 20 min, 2.) 0 deg C

4: 70percent HClO₄ / H₂O; acetone / 3 h / Ambient temperature

5: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

6: 28percent NaOMe-MeOH / diethyl ether / 0.5 h / 0 °C

7: 2 h / Ambient temperature

8: 1.) 35percent H₂O₂, K₂CO₃, 2.) K₂CO₃ / 1.) MeOH, 2.) DMSO, r. t., 6 h

With 1H-imidazole; methanol; sodium hydroxide; sodium periodate; osmium(VIII) oxide; perchloric acid; diphenylphosphoranyl azide; dihydrogen peroxide; sodium methylate; L-Selectride; potassium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 139306-74-4
dibenzyl (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylhexanedioate

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: 28percent NaOMe-MeOH / diethyl ether / 0.5 h / 0 °C

3: 2 h / Ambient temperature

4: 1.) 35percent H₂O₂, K₂CO₃, 2.) K₂CO₃ / 1.) MeOH, 2.) DMSO, r. t., 6 h

With 1H-imidazole; methanol; dihydrogen peroxide; sodium methylate; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide;

Reference yield:

: 111752-10-4
(1S,2R,5R)-5-isopropenyl-2-methyl-3-oxocyclopentanecarboxylic acid

: 139306-74-4
dibenzyl (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylhexanedioate

Guidance literature:: Multi-step reaction with 9 steps

1: PTSA / benzene / 4 h / Heating

2: 1.) diphenylphosphoryl azide, Et₃N / 1.) r. t., 2 h, 2.) reflux, 1 h

3: 99 percent / NaIO₄, OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 6 h

4: 1.) L-selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) -78 deg C, THF, 20 min, 2.) 0 deg C

5: 70percent HClO₄ / H₂O; acetone / 3 h / Ambient temperature

6: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

7: 28percent NaOMe-MeOH / diethyl ether / 0.5 h / 0 °C

8: 2 h / Ambient temperature

9: 1.) 35percent H₂O₂, K₂CO₃, 2.) K₂CO₃ / 1.) MeOH, 2.) DMSO, r. t., 6 h

With 1H-imidazole; methanol; sodium hydroxide; sodium periodate; osmium(VIII) oxide; perchloric acid; diphenylphosphoranyl azide; dihydrogen peroxide; sodium methylate; L-Selectride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;