(2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

Base Information

Chemical Name:(2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran
CAS No.:115914-90-4
Molecular Formula:C₂₄H₂₇IO₄
Molecular Weight:506.38
Hs Code.:

Synonyms:(2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

Suppliers and Price of (2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

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 (2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

There total 13 articles about (2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran 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: 75.0%

: (2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-bromo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

: 115914-90-4
(2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

Guidance literature:: With morpholine; iodine; In benzene; at 50 ℃; for 3h;
DOI:10.1021/jo00028a017

Reference yield:

: 100-39-0
benzyl bromide

: 115914-90-4
(2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 12 steps

1: 1) NaOH / 1) THF, water, 30 min., 2) 12 h

2: pyridine / CH₂Cl₂ / 2 h

3: n-Bu₃SnH, AIBN / toluene / 1 h / 110 °C

4: 75 percent / NaBH₃CN, 3 Angstroem molecular sieves, HCl / tetrahydrofuran; diethyl ether / overnight

5: 1) (COCl)2, DMSO, 2) Et₃N

6: 96 percent / t-BuOK / tetrahydrofuran; dimethylformamide / 0 °C

7: H₂ / Pd / C / ethanol

8: 81 percent / LiAlH₄ / diethyl ether / 0 °C

9: 1) (COCl)2, DMSO, 2) Et₃N

10: 1) PPh₃ / 1) CH₂Cl₂, 30 min., 2) CH₂Cl₂, 0 deg C, 2 h

11: 83 percent / BuLi / tetrahydrofuran / 1 h / -78 °C

12: 75 percent / I₂, morpholine / benzene / 3 h / 50 °C

With morpholine; pyridine; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; potassium tert-butylate; hydrogen; iodine; tri-n-butyl-tin hydride; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00028a017

Reference yield:

: 76375-66-1
methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

: 115914-90-4
(2S,3R,5S,6S)-3-Benzyloxy-6-benzyloxymethyl-5-(3-iodo-prop-2-ynyl)-2-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 11 steps

1: pyridine / CH₂Cl₂ / 2 h

2: n-Bu₃SnH, AIBN / toluene / 1 h / 110 °C

3: 75 percent / NaBH₃CN, 3 Angstroem molecular sieves, HCl / tetrahydrofuran; diethyl ether / overnight

4: 1) (COCl)2, DMSO, 2) Et₃N

5: 96 percent / t-BuOK / tetrahydrofuran; dimethylformamide / 0 °C

6: H₂ / Pd / C / ethanol

7: 81 percent / LiAlH₄ / diethyl ether / 0 °C

8: 1) (COCl)2, DMSO, 2) Et₃N

9: 1) PPh₃ / 1) CH₂Cl₂, 30 min., 2) CH₂Cl₂, 0 deg C, 2 h

10: 83 percent / BuLi / tetrahydrofuran / 1 h / -78 °C

11: 75 percent / I₂, morpholine / benzene / 3 h / 50 °C

With morpholine; pyridine; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; potassium tert-butylate; hydrogen; iodine; tri-n-butyl-tin hydride; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00028a017