Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate

Base Information

Chemical Name:Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate
CAS No.:160146-94-1
Molecular Formula:C₂₇H₃₀N₂O₈
Molecular Weight:510.544
Hs Code.:

Synonyms:Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate

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Technology Process of Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate

There total 6 articles about Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 160146-93-0
Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

: 160146-94-1
Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 30h; under 760 Torr; Yield given;
DOI:10.1021/jo00098a047

Reference yield:

: 3598-60-5
4-phthalimidobutanal

: 160146-94-1
Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / CH₂Cl₂ / 1 h

2: 96.3 percent / K₃Fe(CN)6, K₂CO₃, K₂Os(OH)3, (DHQD)2-PHAL / 2-methyl-propan-2-ol; H₂O; CH₂Cl₂ / 4 h

3: BF₃*OEt₂

4: NBS / CH₂Cl₂

5: NaN₃ / dimethylsulfoxide / 4 h

6: H₂ / 10percent Pd/C / ethyl acetate; ethanol / 30 h / 760 Torr

With N-Bromosuccinimide; sodium azide; K₂Os(OH)3; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); palladium on activated charcoal; In ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo00098a047

Reference yield:

: 19991-87-8
Methyl 6-phthalimidohex-2-enoate

: 160146-94-1
Methyl (2S,3R)-3-(benzyloxy)-2-<(tert-butyloxycarbonyl)amino>-6-phthalimidohexanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 96.3 percent / K₃Fe(CN)6, K₂CO₃, K₂Os(OH)3, (DHQD)2-PHAL / 2-methyl-propan-2-ol; H₂O; CH₂Cl₂ / 4 h

2: BF₃*OEt₂

3: NBS / CH₂Cl₂

4: NaN₃ / dimethylsulfoxide / 4 h

5: H₂ / 10percent Pd/C / ethyl acetate; ethanol / 30 h / 760 Torr

With N-Bromosuccinimide; sodium azide; K₂Os(OH)3; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); palladium on activated charcoal; In ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo00098a047