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

Base Information

Chemical Name:(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-5-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-L-iditol
CAS No.:246530-91-6
Molecular Formula:C₂₁H₂₉NO₉
Molecular Weight:439.463
Hs Code.:

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

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

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

There total 7 articles about (2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-5-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-L-iditol 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-[(3S,3aR,6S,6aR)-6-(3-diethylboranyl-propoxy)-hexahydro-furo[3,2-b]furan-3-yloxy]-propionic acid methyl ester

: 246530-91-6
(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-5-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-L-iditol

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:

: 103617-84-1
2-O-allyl-1,4:3,6-dianhydro-L-iditol

: 246530-91-6
(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-5-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-L-iditol

Guidance literature:: Multi-step reaction with 3 steps

1: 23 percent / BF₃*Et₂O / CHCl₃ / 0 - 20 °C

2: tetrahydrofuran / 5.5 h / -10 - 20 °C

3: 170 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

Reference yield:

: 104597-98-0
(S)-2-methoxycarbonyl-1-benzyloxycarbonylaziridine

: 246530-91-6
(2'S)-5-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-5-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-L-iditol

Guidance literature:: Multi-step reaction with 3 steps

1: 23 percent / BF₃*Et₂O / CHCl₃ / 0 - 20 °C

2: tetrahydrofuran / 5.5 h / -10 - 20 °C

3: 170 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