(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol

Base Information

Chemical Name:(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol
CAS No.:246530-89-2
Molecular Formula:C₂₁H₂₉NO₉
Molecular Weight:439.463
Hs Code.:

Synonyms:(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol

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Chemical Property of (2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol

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Technology Process of (2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol

There total 4 articles about (2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol 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:

: (S)-2-Benzyloxycarbonylamino-3-{(3R,3aR,6S,6aR)-6-[3-(9-bora-bicyclo[3.3.1]non-9-yl)-propoxy]-hexahydro-furo[3,2-b]furan-3-yloxy}-propionic acid methyl ester

: 246530-89-2
(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol

Guidance literature:: With dihydrogen peroxide; sodium acetate; In tetrahydrofuran; water; at 0 - 20 ℃; for 1h;
DOI:10.1016/S0040-4020(99)00599-2

Reference yield:

: 652-67-5
Isosorbide

: 246530-89-2
(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol

Guidance literature:: Multi-step reaction with 4 steps

1: 30 percent / K₂CO₃ / toluene / 24 h / Heating

2: 53 percent / BF₃*Et₂O / CHCl₃ / 0 - 20 °C

3: tetrahydrofuran / 3 h / -10 °C

4: 74 mg / NaOAc; H₂O₂ / tetrahydrofuran; H₂O / 1 h / 0 - 20 °C

With boron trifluoride diethyl etherate; dihydrogen peroxide; sodium acetate; potassium carbonate; In tetrahydrofuran; chloroform; water; toluene; 1: Alkylation / 2: Addition / 3: Addition / 4: Oxidation;
DOI:10.1016/S0040-4020(99)00599-2

Reference yield:

: 103536-93-2
2-O-allyl-1,4:3,6-dianhydro-D-glucitol

: 246530-89-2
(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-2-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / BF₃*Et₂O / CHCl₃ / 0 - 20 °C

2: tetrahydrofuran / 3 h / -10 °C

3: 74 mg / NaOAc; H₂O₂ / tetrahydrofuran; H₂O / 1 h / 0 - 20 °C

With boron trifluoride diethyl etherate; dihydrogen peroxide; sodium acetate; In tetrahydrofuran; chloroform; water; 1: Addition / 2: Addition / 3: Oxidation;
DOI:10.1016/S0040-4020(99)00599-2