(2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en

Base Information

Chemical Name:(2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en
CAS No.:949490-36-2
Molecular Formula:C₂₂H₃₂N₂O₆
Molecular Weight:420.506
Hs Code.:

Synonyms:(2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en

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Chemical Property of (2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en

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Technology Process of (2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en

There total 9 articles about (2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en 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: 77.0%

: 949490-35-1
C₂₁H₃₁NO₅

: 7693-46-1
4-Nitrophenyl chloroformate

: 949490-36-2
(2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en

Guidance literature:: C₂₁H₃₁NO₅; 4-Nitrophenyl chloroformate; With pyridine; at 20 ℃; for 0.5h;

With ammonia; In methanol; at 0 ℃; for 1h; Further stages.;
DOI:10.1016/j.tetasy.2007.06.002

Reference yield:

: 949490-32-8
C₂₉H₃₇NO₃Si

: 949490-36-2
(2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / camphor sulfonic acid / 24 h / 20 °C

2.1: 89 percent / NEt₃ / CH₂Cl₂ / 48 h / 20 °C

3.1: 85 percent / TBAF/SiO₂ / tetrahydrofuran / 20 °C

4.1: pyridine / 0.5 h / 20 °C

4.2: 77 percent / NH₃ / methanol / 1 h / 0 °C

With pyridine; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; silica gel; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2007.06.002

Reference yield:

: 949490-33-9
(2S,3S,4R)-4-benzylamino-1-tert-butyldiphenylsilyloxy-2,3-dioxyisopropylidene-hex-5-en

: 949490-36-2
(2S,3S,4R)-4-(N-benzyl-N-tert-butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-hex-5-en

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / NEt₃ / CH₂Cl₂ / 48 h / 20 °C

2.1: 85 percent / TBAF/SiO₂ / tetrahydrofuran / 20 °C

3.1: pyridine / 0.5 h / 20 °C

3.2: 77 percent / NH₃ / methanol / 1 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; silica gel; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2007.06.002