tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate

Base Information

Chemical Name:tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate
CAS No.:671792-61-3
Molecular Formula:C₃₄H₄₁NO₉
Molecular Weight:607.701
Hs Code.:

Synonyms:tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate

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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 tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate

Chemical Property:

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Technology Process of tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate

There total 1 articles about tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate 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: 38.0%

: 68166-83-6
D-lactic acid t-butyl ester

: 117136-22-8
3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose

: 671792-64-6
tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-glucopyranosyl)-D-lactate

: 671792-61-3
tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate

Guidance literature:: With 3 A molecular sieve; potassium tert-butylate; In toluene; at 20 ℃; for 12h;
DOI:10.1055/s-2003-42494

Reference yield:

: 671792-61-3
tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate

: (R)-2-((2R,3R,4R,5S,6R)-3-Amino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid tert-butyl ester

Guidance literature:: With hydrogen; Raney Ni (T₄); In ethanol; at 20 ℃; for 48h; atmospheric pressure;
DOI:10.1055/s-2003-42494

Reference yield:

: 671792-61-3
tert-butyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-glucopyranosyl)-D-lactate

: (3S,4aR,6R,7S,8R,8aR)-7,8-bis-benzyloxy-6-benzyloxymethyl-3-methyl-decahydro-pyrano[2,3-b][1,4]oxazin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Raney Ni (T₄) / ethanol / 48 h / 20 °C / atmospheric pressure

2: TFA / CH₂Cl₂ / 12 h / 20 °C

3: 25 mg / Et₃N; diphenylphosphoryl azide / dimethylformamide / 1.5 h / 20 °C

With diphenylphosphoranyl azide; hydrogen; triethylamine; trifluoroacetic acid; Raney Ni (T₄); In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-42494