N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam

Base Information

Chemical Name:N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam
CAS No.:121195-37-7
Molecular Formula:C₁₄H₁₇NO₅
Molecular Weight:279.293
Hs Code.:

Synonyms:N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam

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Chemical Property of N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam

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Technology Process of N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam

There total 7 articles about N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam 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: 73.0%

: 121195-36-6
(1R,4S,6R,10S)-3-Benzyl-9,10-dihydroxy-5,8-dioxa-3-aza-tricyclo[4.3.1.0^1,4]decan-2-one

: 121195-37-7
N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam

Guidance literature:: With sodium tetrahydroborate; In methanol; water;
DOI:10.1016/0040-4020(89)80050-X

Reference yield:

: 80040-79-5
3,4,6-tri-O-benzyl-D-galactal

: 121195-37-7
N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) acetonitrile, 16 deg C, 2 h; 2.) acetonitrile, -30 -> r.t.

2: 51 percent / K₂CO₃ / tetrabutylammonium bromide / toluene / 3 h / Heating

3: 96 percent / H₂ / Pd/C / methanol; ethyl acetate / 4 h / 2280 Torr / Ambient temperature

4: 82 percent / sodium metaperiodate, sodium hydrogencarbonate / methanol; H₂O / 72 h / Ambient temperature

5: 73 percent / sodium borohydride / methanol; H₂O

With sodium tetrahydroborate; sodium periodate; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; tetrabutylammomium bromide; In methanol; water; ethyl acetate; toluene;
DOI:10.1016/0040-4020(89)80050-X

Reference yield:

: 121195-35-5
N-benzyl-3,4,6-tri-O-benzyl-2-carboxy-2-deoxy-α-D-galactohexopyranosylaminolactam

: 121195-37-7
N-benzyl-2-carboxy-2-deoxy-2-hydroxymethyl-α-D-ribopentofuranosylaminolactam

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / H₂ / Pd/C / methanol; ethyl acetate / 4 h / 2280 Torr / Ambient temperature

2: 82 percent / sodium metaperiodate, sodium hydrogencarbonate / methanol; H₂O / 72 h / Ambient temperature

3: 73 percent / sodium borohydride / methanol; H₂O

With sodium tetrahydroborate; sodium periodate; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; water; ethyl acetate;
DOI:10.1016/0040-4020(89)80050-X