5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene

Base Information

• Chemical Name: 5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene
• CAS No.: 109687-73-2
• Molecular Formula: C₃₀H₄₁NO₅
• Molecular Weight: 495.659
• Mol file: 109687-73-2.mol

Synonyms:5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene

Chemical Property of 5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene

There total 18 articles about 5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene 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:

[(1S,4S)-2-Benzenesulfonyl-1-(4-benzyloxy-benzyl)-3-hydroxy-4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-carbamic acid tert-butyl ester → 5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene (109687-73-2)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; at 0 ℃; for 4h; Yield given;

DOI:10.1016/S0040-4039(00)84457-3

Reference yield:

[(S)-2-Benzenesulfonyl-1-(4-benzyloxy-benzyl)-3-hydroxy-4-methyl-5-(tetrahydro-pyran-2-yloxy)-pentyl]-carbamic acid tert-butyl ester → [(E)-(S)-1-(4-Benzyloxy-benzyl)-4-methyl-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyl]-carbamic acid tert-butyl ester (109687-73-2)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; at 0 ℃; for 4h; Yield given;

DOI:10.1016/S0040-4039(00)84457-3

Reference yield:

(2S)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)propanal (107869-51-2) → 5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene (109687-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: MeLi / 1.) THF, ether, -78 deg C, 0.5 h, 2.) THF, ether, -78 deg C, 0.25 h

2: Na(Hg) / methanol / 4 h / 0 °C

With sodium amalgam; methyllithium; In methanol;

DOI:10.1021/jo00226a007

upstream raw materials:

2-(methyl-3-tetrahydropyran-2-yloxy)propan-1-al

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

O-benzyl N-Boc-L-tyrosinol

2(S)-<(tert-butoxycarbonyl)amino>-1-(phenylthio)-3-<4-(phenylmethoxy)phenyl>propane

Downstream raw materials:

5(S)-<(tert-butoxycarbonyl)amino>-2(R)-methyl-6-<4-(phenylmethoxy)phenyl>-trans-3-hexenoic acid

(E)-(S)-6-(4-Benzyloxy-phenyl)-5-tert-butoxycarbonylamino-2-methyl-hex-3-enoic acid