(3S,4R)-5-benzyloxy-4--1,3-pentanediol

Base Information

Chemical Name:(3S,4R)-5-benzyloxy-4--1,3-pentanediol
CAS No.:220458-79-7
Molecular Formula:C₂₄H₃₃NO₅
Molecular Weight:415.53
Hs Code.:

(3S,4R)-5-benzyloxy-4-<N-benzyl-N-(t-butyloxycarbonyl)amino>-1,3-pentanediol

Synonyms:

Suppliers and Price of (3S,4R)-5-benzyloxy-4--1,3-pentanediol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3S,4R)-5-benzyloxy-4--1,3-pentanediol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,4R)-5-benzyloxy-4--1,3-pentanediol

There total 13 articles about (3S,4R)-5-benzyloxy-4--1,3-pentanediol 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: 80.0%

: 24424-99-5
di-tert-butyl dicarbonate

: (3S,4R)-4-Benzylamino-5-benzyloxy-pentane-1,3-diol

: 220458-79-7
(3S,4R)-5-benzyloxy-4--1,3-pentanediol

Guidance literature:: In diethyl ether; water; 0 deg C, 2 h then r.t., 20 h;
DOI:10.3987/com-98-8292

Reference yield:

: 100-39-0
benzyl bromide

: 220458-79-7
(3S,4R)-5-benzyloxy-4--1,3-pentanediol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / NaH, Bu₄NI / tetrahydrofuran / 20 h / 0 - 20 °C

2: 1.) disiamylborane; 2.) aq. NaOH, 30 percent H₂O₂ / 1.) THF, r.t., 20 h; 2.) THF, 0 deg C, 2 h then r.t., 2 h

3: aq. KOH / aq. ethanol / 24 h / Heating

4: 80 percent / H₂O; diethyl ether / 0 deg C, 2 h then r.t., 20 h

With potassium hydroxide; sodium hydroxide; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; diethyl ether; ethanol; water;
DOI:10.3987/com-98-8292

Reference yield:

: 91510-85-9
phenyl 2,3;5,6-di-O-isopropylidene-1-thio-α-D-mannofuranoside

: 220458-79-7
(3S,4R)-5-benzyloxy-4--1,3-pentanediol

Guidance literature:: Multi-step reaction with 12 steps

1: 80 percent / sat. aq. NaHCO₃, m-CPBA / CH₂Cl₂ / 20 h / Ambient temperature

2: 86 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 deg C, 1 h then r.t., 2 h

3: 85 percent / potassium t-butoxide / tetrahydrofuran / 0 deg C, 1 h then r.t., 20 h

4: H₅IO₆ / ethyl acetate / 3 h / Ambient temperature

5: 97 percent / NaBH₄ / aq. ethanol / 0 deg C, 15 min then r.t., 30 min

6: 78 percent / Ph₃P, iodine / toluene; CH₂Cl₂; pyridine / 4 h / 80 °C

7: Zn/Ag / tetrahydrofuran / 1 h / 65 °C

8: 90 percent / sodium borohydride / tetrahydrofuran; aq. ethanol / 0 deg C, 2 h then r.t., overnight

9: 86 percent / NaH, Bu₄NI / tetrahydrofuran / 20 h / 0 - 20 °C

10: 1.) disiamylborane; 2.) aq. NaOH, 30 percent H₂O₂ / 1.) THF, r.t., 20 h; 2.) THF, 0 deg C, 2 h then r.t., 2 h

11: aq. KOH / aq. ethanol / 24 h / Heating

12: 80 percent / H₂O; diethyl ether / 0 deg C, 2 h then r.t., 20 h

With potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; potassium tert-butylate; dihydrogen peroxide; iodine; silver; bis-(1,2-dimethylpropyl)borane; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; periodic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.3987/com-98-8292