tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

Base Information

Chemical Name:tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate
CAS No.:134258-27-8
Molecular Formula:C₂₃H₃₁NO₉
Molecular Weight:465.5
Hs Code.:

Synonyms:tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

Suppliers and Price of tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

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

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Total 1 raw suppliers

Chemical Property of tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

There total 1 articles about tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate 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:

: 33401-01-3,55652-76-1
benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranoside

: 108-24-7
acetic anhydride

: 75-65-0
tert-butyl alcohol

: 134258-27-8
tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

Guidance literature:: Yield given. Multistep reaction;
DOI:10.1002/hlca.19910740214

Reference yield: 93.0%

: 134258-27-8
tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

: 134258-28-9
tert-butyl (benzyl 2-acetamido-3-O-acetyl-2,4-dideoxy-β-L-threo-hex-4-enopyranosid)uronate

Guidance literature:: With 4 A molecular sieve; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; In toluene; for 3h; Heating;
DOI:10.1002/hlca.19910740214

Reference yield:

: 134258-27-8
tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

: 134258-52-9
tert-butyl 5-acetamido-2-N,6:4,7-dianhydro-2-<<(benzyloxy)carbonyl>amino>-2,3,5-L-manno-heptonate

Guidance literature:: Multi-step reaction with 15 steps

1: 93 percent / 7-methyl-1,5,7-triazabicyclo<4.4.0>dec-5-ene, molecular sieves (4 angstroem) / toluene / 3 h / Heating

2: 98 percent / 2.5 M NaOMe / methanol / 20 h

3: 93 percent / 2,6-dimethylpyridine / dimethylformamide / 24 h / Ambient temperature

4: 88 percent / H₂ / 10percent Pd-C / methanol / 192 h

5: 85 percent / tetrahydrofuran / a.) 1h, 0 deg C b.) 3h, r. t.

6: 88 percent / Et₃N / CH₂Cl₂ / 0.08 h / -20 °C

7: 68 percent / KNO₂ / dimethylformamide / 1 h / 100 °C

8: Et₃N / CH₂Cl₂ / 0.08 h / -20 °C

9: 75 percent / dimethylformamide / 12 h / Ambient temperature

10: 69 percent / N-methyl-morpholine N-oxide, OsO₄ / acetone / 16 h / Ambient temperature

11: 96 percent / 2,6-dimethylpyridine / dimethylformamide / 3 h / Ambient temperature

12: 94 percent / periodinane / CH₂Cl₂ / 4 h / Ambient temperature

13: 79 percent / H₂ / 10percent Pd-C / methanol / 4 h / 760 Torr

14: aq. NaHCO₃ / CH₂Cl₂ / 1 h / Ambient temperature

15: (diethylamino)sulfur trifluoride (DAST) / CH₂Cl₂ / 216 h / Ambient temperature

With 2,6-dimethylpyridine; osmium(VIII) oxide; potassium nitrite; diethylamino-sulfur trifluoride; 4 A molecular sieve; hydrogen; sodium methylate; sodium hydrogencarbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; triethylamine; 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1002/hlca.19910740214